Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 591-55-9, blongs to pyrimidines compound. Computed Properties of C4H5N3

Example 75(1R,2S)-2-(4-(cyclohexyl(4,4,4-trifluorobutyl)amino)-3-(3-pyrimidine-5-yl)ureido)phenyl)cyclopropanecarboxylic acid 75A. (1R,2S)-ethyl 2-(4-(cyclohexyl(4,4,4-trifluorobutyl)amino)-3-(3- (pyrimidin-5-yl)ureido)phenyl)cyclopropanecarboxylateIn a one-dram sample vial with stirbar was placed 73F (53.3 mg, 0.129 mmol) and THF (1988 tl). To this stirred solution was added 4-nitrophenyl carbonochloridate (27.3 mg, 0.136 mmol). The reaction was stirred at rt for 30 mm. Pyrimidin-5-amine (36.9 mg, 0.388 mmol) and triethylamine (54.0 tl, 0.388 mmol) were added and the reaction was heated at 50 C. After 17 h, the reaction was cooled to rt, then dried under a stream ofnitrogen. The concentrate was diluted with water and extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated under a reduced pressure to give 75A. The crude product was used directly in the subsequent procedure. Anal. Calc?d for C27H34F3N503 533.26, found [M+H] 534.4, T = 2.15 mm (Method E).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; CHEN, Bin; CHEN, Libing; SEITZ, Steven P.; HART, Amy C.; MARKWALDER, Jay A.; WO2014/150677; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 109-12-6, name is Pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H5N3

A 5 L three-necked round bottom flask was charged with 2-aminopyrimidine (285.30 g, 3 mol), N-bromosuccinimide (1.17 kg, 6.6 mol), acetonitrile 2 L and methanol 1 L. The mixture in the reaction flask was stirred at 70 C for 6 hours. TLC and HPLC confirmed the reaction was complete. After the reaction was completed, the solvent was removed by rotary evaporation to give the crude product. The crude product was concentrated by evaporation and recrystallized to give the pure product 2-amino-5-bromopyrimidine. After drying, the yield was 90.48% and the purity was 99.05% (HPLC).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 109-12-6, Pyrimidin-2-amine.

Reference:
Patent; Shandong Youbang Biochemical Technology Co., Ltd.; Geng Xuanping; Zhang Xianglong; Cheng Wei; Lai Xinsheng; Lai Chao; Lai Ziteng; (4 pag.)CN106632079; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 5-Aminopyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Aminopyrimidine

A mixture of Pch(dba)3 (7 mg, 0.01 mmol) and BrettPhos (9 mg, 0.02 mmol) in 1,4- dioxane (1 mL) was stirred at 50 C for 10 min. l-(3-chloro-5-methyl-5H-chromeno[4,3- c]pyridin-8-yl)pyrrolidin-2-one (50 mg, 0.16 mmol), pyrimidin-5-amine (18 mg, 0.19 mmol) in dioxane (3 mL) and CS2CO3 (155 mg, 0.476 mmol) were added and the resulting mixture was stirred at 100 C for 16 h. A black brown mixture was formed. LCMS (Rt = 0.605 min; MS Calcd: 373.2; MS Found: 373.9 [M+H]+). The reaction mixture was diluted with DCM (10 mL), filtered and concentrated. The residue was purified by prep-HPLC (0.05% NH32O as an additive) and lyophilized to give l-(5-methyl-3-(pyrimidin-5-ylamino)-5H-chromeno[4,3- c]pyridin-8-yl)pynOlidin-2-one (13.8 mg, yield: 23%) as a white solid. (1160) NMR (400 MHz, DMSO-r/e) d 1.55 (3H, d, J= 6.8 Hz), 2.02-2.09 (2H, m), 2.53 (2H, overlap with DMSO), 3.85 (2H, t , J= 7.6 Hz), 5.31 (1H, q, J= 6.8 Hz), 6.77 (1H, s), 7.33 (1H, dd, J= 8.8, 2.4 Hz), 7.42 (1H, d, J= 2.0 Hz), 7.91 (1H, d, J= 8.4 Hz), 8.72 (1H, s), 8.73 (1H, s), 9.16 (2H, s), 9.64 (1H, brs).

The synthetic route of 591-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PETRA PHARMA CORPORATION; KESICKI, Edward A.; LINDSTROeM, Johan; PERSSON, Lars Boukharta; VIKLUND, Jenny; FORSBLOM, Rickard; GINMAN, Tobias; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (391 pag.)WO2019/126730; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-46-8 , The common heterocyclic compound, 3438-46-8, name is 4-Methylpyrimidine, molecular formula is C5H6N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

a- Synthesis of Int. 314: In a dry flask and under N2 atmosphere, a sol. of Ethyl 4-(4- methoxybenzyloxy)benzoate (2.00 g, 6.99 mmol) and 4-methylpyrimidine (723 mg, 7.68 mmol) in dry THF (10 mL) was cooled to 0C and treated with LiHMDS (14.0 mL, 14.0 mmol) (slow addition over 10 min). After the end of the addition, the r.m. was allowed to warm to r.t. and stirred for 17 h. The r.m. was then poured in a 10% aq. sol. of NH4C1 (100 mL). The mixture was filtered on a glass frit. The precipitate was washed with water (2 x 50 mL) and with Et20 (2x 50 mL). The solid was dissolved in a mixture of DCM and MeOH. The organic sol. was dried over MgS04 and evaporated in vacuo to give 2.14 g of Int. 314, white solid (92%).

The synthetic route of 3438-46-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; PASQUIER, Elisabeth, Therese, Jeanne; DESCAMPS, Sophie; MERCEY, Guillaume, Jean, Maurice; WROBLOWSKI, Berthold; VIALARD, Jorge, Eduardo; MEERPOEL, Lieven; JEANTY, Matthieu, Ludovic; JOUSSEAUME, Thierry, Francois, Alain, Jean; WO2015/144799; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3438-46-8, name is 4-Methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Methylpyrimidine

[0375] This reaction was conducted in the same jacketed, 49 L reactor equipped with retreat curve agitator, nitrogen purge system, bottom valve for removal of a lower portion of the contents, and Dean-Stark trap and condenser system. The reactor was first purged with nitrogen. Afterward, 20% potassium t-butoxide in THF (21.06 Kg, 37.54 mol) was charged to the reactor under N2 using a cannula system. This solution was then cooled to 0 C., and the reactor was next charged with 4-methylpyrimidine (4) (1.53 Kg, 16.27 mol) while maintaining the temperature of the reactor contents at from 0 to 5 C. Immediately afterward, the Boc-protected ethyl isonipecotate (3) prepared as shown in Part A (3.99 Kg, 15.51 mol) was charged neat over 30 minutes while continuing to maintain the reactor contents at a temperature of from 0 to 5 C. Afterward, the reactor contents were stirred for 3 hours while being maintained at 5 C. The temperature of the reactor contents was then increased to 10 C., and then maintained at that temperature for 1 hour. Subsequently, 33% aqueous acetic acid solution (6.71 Kg, 36.88 mol) was charged to the reaction mixture while maintaining the reaction mixture at below 30 C. After stirring the resulting mixture for 30 minutes, it was allowed to stand for 30 minutes. The aqueous layer was then separated. Afterward, ammonium chloride solution (2.96 Kg, 3.87 mol) was charged to the reactor. The resulting mixture was stirred for 30 minutes. After allowing the mixture to stand for 30 minutes, the aqueous layer was separated. The THF was removed from the organic remaining layer by slowly raising the batch temperature under vacuum (200 torr) until the temperature reached 60-65 C. using a distillation apparatus. The final concentrate was in the form of an amber oil. This oil and toluene (12.22 Kg, 132.6 mol) were combined in the reactor, and the resulting mixture was stirred at room temperature for 15 minutes. Afterward, water (4.01 kg, 222.5 mol) was added to the reactor, and stirring was continued for an additional 30 minutes at room temperature. The reactor contents were allowed to stand for 60 minutes. The aqueous layer was then separated. The top layer (i.e., the organic layer) was then used as is to prepare the hydrazone in Part C. [TABLE-US-00002] TABLE 2 Reaction Summary for Part B materials MW equiv. wt (kg) moles density (g/mL) volume (L) potassium t-butoxide 112.2 2.42 21.06 37.54 0.902 23.3 in THF (20%) compound (3) 257.3 1.00 3.99 15.51 1.034 3.86 compound (4) 94.11 1.05 1.53 16.27 1.031 1.48 33% acetic acid 60.05 2.40 6.71 36.88 1.049 6.4 solution 7% ammonium 53.49 0.25 2.96 3.87 chloride solution toluene 92.14 10.20 12.22 132.6 0.865 14.1 water 18.02 14.35 4.01 222.5 1.000 4.01

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3438-46-8, 4-Methylpyrimidine.

Reference:
Patent; Allen, Kimberley C.; Anderson, Dennis K.; Baldus, John E.; Boehlow, Todd; Clark, Jerry D.; Dukesherer, Daniel R.; Edney, Albert D.; Fevig, Tom; Kundra, Sastry; Lawson, Jon P.; Lau, Patrick H.; McDermott, Lisa L.; Mao, Michael K.; Moe, Jodi L.; Mudipalli, Partha; Naing, Win; Selness, Shaun R.; Seymour, Christine B.; Schilke, Tobin C.; Viswanath, Shekhar; Walker, John K.; Yalamanchili, Gopichand; US2003/225108; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 591-55-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

12167] To a solution of 992C (80 mg, 0.22 8 mmol) in THF(1141 pi) was added 4-nitrophenyl carbonochloridate (55.2mg, 0.274 mmol). After stirring at room temperature for 2hours, pyrimidin-5-amine (65.1 mg, 0.685 mmol) and TEA(95 jil, 0.685 mmol) were added. The mixture was heated to 500 C. overnight. The reaction mixture was diluted with MeOH, followed by sodium hydroxide (1M, 1826 pi, 1.826 mmol) and heated to 500 C. for 1 h. The mixture was neutralized to pH-4, filtered and purified via preparative LC/MS with the following conditions: Colunm: Waters XBridge Cl 8, 1 9×200 mm, 5-jim particles; Mobile Phase A:5:95 acetonitrile:water with 0.1% trifluoroacetic acid; Mobile Phase B: 95:5 acetonitrile:water with 0.1% trifluoroacetic acid; Gradient: 35-95% B over 15 minutes, then a 8-minute hold at 100% B; Flow: 20 mE/mm. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford Example 48 (80 mg, 0.18 mmol, 77% yield). EC-MS Anal. Calc?d. for C24H35N504, 457.27. found [M+H] 458.20. Tr=0.79 mm. (Method A). ?H NMR (500 MHz, DMSO-d5) oe 9.90 (s, 1H), 8.91 (s, 2H), 8.80 (s, 1H), 8.09 (s, 1H), 7.83 (s, 1H), 7.16 (d, J=8.2 Hz, 1H), 6.89 (d, J=7.2 Hz, 1H), 3.61-3.49 (m, 1H), 3.40 (t, J=6.7 Hz, 1H), 3.20 (s, 3H), 2.89 (d, J=7.2 Hz, 1H), 2.68-2.58 (m, 4H), 2.41 (dd, J=15.7, 8.6 Hz, 1H), 1.61 (dt, J=13.2, 6.6 Hz, 2H), 1.14 (t, J=7.2 Hz, 1H), 0.84 (d, J=6.6 Hz, 12H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Balog, James Aaron; Cherney, Emily Charlotte; Guo, Weiwei; Huang, Audris; Markwalder, Jay A.; Seitz, Steven P.; Shan, Weifang; Williams, David K.; Murugesan, Natesan; Nara, Susheel Jethanand; Roy, Saumya; Thangavel, Soodamani; Sistla, Ramesh Kumar; Cheruku, Srinivas; Thangathirupathy, Srinivasan; Kanyaboina, Yadagiri; Pulicharla, Nagalakshmi; (495 pag.)US2016/289171; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.109-12-6, name is Pyrimidin-2-amine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.Recommanded Product: 109-12-6

General procedure: To a solution of Cu(OAc)2 (0.025 mmol, 0.0046 g) and potassium tert-butoxide (0.175 g, 2.5 mmol) in anhydrous dioxane (3 mL), the corresponding amine 1 (2.5 mmol) or the triphenylphosphoranylidenaniline 18 (2.5 mmol) and the correspondent alcohol 2 or 4 (3.75 mmol) were added successively under inert argon atmosphere. After 2 or 5 days of reaction at 130 C (see Table 2 and Scheme 2), the resulting mixture was hydrolyzed with a saturated solution of ammonium chloride (10 mL). The mixture was extracted with AcOEt (3¡Á10 mL) and washed with brine (10 mL), after drying with anhydrous MgSO4, was filtered on Celite and the solvents were removed under low pressure(15-18 Torr). The resulting mixture was purified by column chromatography (if needed).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109-12-6, Pyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Martinez-Asencio, Ana; Ramon, Diego J.; Yus, Miguel; Tetrahedron; vol. 67; 17; (2011); p. 3140 – 3149;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, molecular weight is 95.1, as common compound, the synthetic route is as follows.Safety of 5-Aminopyrimidine

To a stirred solution of (4,S)-7-(2-methylpyridin-4-yl)-2,3,4,5-tetrariydro-l,4- methanopyrido[2,3-?][l,4]diazepine (700 mg, 2.77 mmol) in THF (15 mL) was added triphosgene (823 mg, 2.77 mmol) at 30 C and stirred for lh. Then pyrimidin-5-amine (317 mg, 3.33 mmol) and TEA (0.387 mL, 2.77 mmol) were added at 30 C and heated the reaction mixture at 75 C for 16 h. The reaction was allowed to 30 C and poured in to cold water (30 mL), extracted with DCM (2×50 ml). The combined organic layer was washed with brine, dried over sodium sulfate and solvent was evaporated under reduced pressure to obtain crude product. The crude mixture was purified by flash column chromatography (silica-gel: 100-200 mesh, 3% MeOH in Ethyl acetate) to afford (4S)-7- (2-methylpyridin-4-yl)-N-(pyrimidin-5-yl)-3,4-dihydro-l,4-methanopyrido[2,3-^][l,4] diazepine-5(2H)-carboxamide (275 mg, 0.737 mmol, 32%) as a pale yellow solid (TLC: Rf: 0.4, 10% MeOH in EtOAc), LCMS (m/z): 374.22 [M+H]+.1H NMR (400 MHz, CDC13): delta 13.25 (s, 1H), 9.01 (s, 2H), 8.94 (s, 1H), 8.68 (d, J = 0.8 Hz, 1H), 7.67 (d, J= 7.9 Hz, 1H), 7.55 (dt, J= 1.6, 0.8 Hz, 1H), 7.47 (ddd, J= 5.2, 1.7, 0.7 Hz, 1H), 7.39 (s, 1H), 5.69 (dd, J = 5.9, 3.2 Hz, 1H), 3.33 – 3.13 (m, 3H), 3.04 (dd, J = 12.2, 3.2 Hz, 1H), 2.69 (s, 3H), 2.36 (dd, J= 10.1, 4.1 Hz, 1H), 2.15 – 2.04 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,591-55-9, 5-Aminopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-46-8 ,Some common heterocyclic compound, 3438-46-8, molecular formula is C5H6N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

In a RBF, dry THF (3 mL) was added followed by DIA (0.158 mL,0.397 mL, 2.78 mmol, 4.2 equiv.). This solution was cooled to 78C and treated with n-BuLi (1.669 mL, 2.72 mmol, 4.1 equiv., 1.6 Min hexane) and stirred for 10 min. To this solution, 2-methylpyridine(0.262 mL, 247 mg, 2.65 mmol, 4 equiv.) was added dropwise.After 30 min, a solution of methyl 2-hydroxy-4-(methoxymethoxy)-6-methylbenzoate (13, 150 mg, 0.663 mmol) was addeddropwise to the pyridine solution. The yellow solution was kept at78 C and allowed to warm to rt over 2 h. The solvent wasremoved under vacuum, and dichloromethane (10 mL) was addedand washed with water (5 mL). The organic layer was dried overMgSO4 and concentrated. The residue was purified on silica (2%MeOH: DCM) to give the MOM-ether as a yellow solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 3438-46-8, 4-Methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xu, Qian; Kulkarni, Amol A.; Sajith, Ayyiliath M.; Hussein, Dilbi; Brown, David; Guener, Osman F.; Reddy, M. Damoder; Watkins, E. Blake; Lassegue, Bernard; Griendling, Kathy K.; Bowen, J. Phillip; Bioorganic and Medicinal Chemistry; vol. 26; 5; (2018); p. 989 – 998;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 591-55-9, Adding some certain compound to certain chemical reactions, such as: 591-55-9, name is 5-Aminopyrimidine,molecular formula is C4H5N3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 591-55-9.

Step 8: 6-Chloro-3-(4-ethylphenylamino)-N-(pyrimidin-5-yl)benzo[d]isoxazole-7-carboxamide 6-Chloro-3-(4-ethylphenylamino)benzo[d]isoxazole-7-carboxylic acid (0.195 g, 0.615 mmol) was dissolved in DMF, followed by TEA (0.223 ml, 1.61 mmol) and HATU (0.285 g, 0.749 mmol). The mixture was allowed to stir for 5 min before adding pyrimidin-5-amine (0.0509 g, 0.535 mmol) and the mixture was heated to 50 C. overnight. The mixture was then cooled to RT, partitioned between EtOAc/brine, the layers were separated, and the aqueous was extracted with EtOAc (3*). The combined organics were washed with H2O and brine, filtered and concentrated. The crude material was purified by silica gel chromatography using 20:1 DCM/MeOH to give 6-Chloro-3-(4-ethylphenylamino)-N-(pyrimidin-5-yl)benzo[d]isoxazole-7-carboxamide as a light brown solid. MS calculated 393.8, found M+H+=394.1.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 591-55-9, 5-Aminopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; US2008/227779; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia