Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 145783-15-9, 4,6-Dichloro-2-(propylthio)pyrimidin-5-amine, 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, 145783-15-9, blongs to pyrimidines compound. category: pyrimidines

(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (R)-mandelate (Compound II, 3.31 g, 10 mmol) and4,6-Dichloro-2-(propylthio)-5-aminopyrimidine (Compound I, 2 g, 13 mmol) was placed in a 50 mL three-necked flask, and ethylene glycol (10 mL) and triethylamine (4.24 g, 42 mmol) were added. ). The reaction mixture was heated to 100 C and stirred for 7 hours. Turn off the heat and naturally cool to 40 C. Isopropyl acetate (10 mL) and water (10 mL) were added and stirred for 1 hour. Stirring was stopped, cooled to room temperature, and allowed to stand for liquid separation. The organic phase was separated, washed with water (10 mL) and dried The mixture was filtered with suction, and the residue was purified by silica gel column chromatography (200-300 mesh chromatography, eluent 0-50% ethyl acetate / petroleum ether) to give compound III (2.6 g, 68 %), light gray solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145783-15-9, its application will become more common.

Reference:
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Miao Shifeng; Xu Haoyu; Cai Wei; Zhang Haibo; Lv Huimin; Sun Chunyan; Mu Cong; Wang Deguo; Liu Jinglong; Liu Jing; Hu Tao; (11 pag.)CN109553622; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 36847-10-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 36847-10-6, name is 4,6-Dibromopyrimidine. A new synthetic method of this compound is introduced below.

To CH2Cl2 solution (20 mL) containing pmbNOH (25 mg; 0.10 mmol) was added excess Ag2O (ca. 1 mmol) with being stirred at room temperature. The mixture was stirred for further 20 min. Filtration followed by concentration under reduced pressure gave an oily product (pmbNO). The IR spectrum supports the absence of the hydroxyl group. IR (neat, ATR) 729, 860, 985, 1191, 1223, 1246, 1344, 1365, 1444, 1481, 1555, 2935, 2984 cm-1. The MS spectrum indicates the loss of two H atoms from the precursor. MS (ESI+-TOF in MeOH) m/z 275.16 [(M+Na)+]. At this stage, pmbNO could be characterized by means of ESR spectroscopy and SQUID magnetometry (see the main text). The resultant pmbNO was dissolved again in CH2Cl2 (20 mL) and covered with a hexane solution (5 mL) of anhydrous [Cu(hfac)2] (95 mg). After slow diffusion of the solutions, reddish brown plates of [Cu3(pmbNO)2(hfac)4]¡¤(C6H14) (10 mg; 12%) were grown and separated on a filter.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36847-10-6, 4,6-Dibromopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Homma, Yuta; Okazawa, Atsushi; Ishida, Takayuki; Tetrahedron Letters; vol. 54; 24; (2013); p. 3120 – 3123;,
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Pyrimidine – Wikipedia

Application of 1337532-51-0 ,Some common heterocyclic compound, 1337532-51-0, molecular formula is C7H7BrN4, 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 mixture of 5-bromo-7-methyl-7/-/-pyrrolo[2,3-c]pyrimidin-4-amine (0.31 g, 1.37 mmol), 1- [4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]-3-[3-(trifluoromethyl)phenyl]-2- pyrrolidinone (0.59 g, 1.37 mmol), Pd2(dba)3 (63 mg, 0.07 mmol) and K3P04 (0.63 g, 2.74 mmol) in 10 mL of dioxane and 3.3 mL of water in a 20 mL microwave vial was bubbled with argon for 10 min, and then tri-(t-butyl)phosphonium tetrafluoroborate (40 mg, 0.14 mmol) was added. The mixture was capped and heated in a metal matrix block at 100 C. After 18 h, LCMS showed conversion complete. The mixture was filtered. The filtrate was concentrated in vacuo. The residue was taken up in water (30 mL) to give a suspension, which was filtered. The solid cake was washed with water and ether. The cake was dried under house vacuum, dissolved in 10% MeOH in DCM. The organic was dried over Na2S04, filtered, and concentrated in vacuo. The residue was dissolved in 10% MeOH in DCM and was absorbed onto a dryload silica gel cartridge. Purification was performed on a 115 g silica gel cartridge using gradient elution of 1 % A to 60% A in CHCI3 (A was a mixture of 3200/800/80 CHCI3/MeOH/NH4OH). The desired product eluted from 25-30% A. The combined fractions containing pure product were concentrated in vacuo. The residue was dissolved in 10% MeOH in CHCI3 and filtered. The filtrate was concentrated in vacuo and the residue was dissolved in 10% MeOH in DCM (12 mL), to which was added MTBE (15 mL). Solids slowly formed, resulting in a suspension. This mixture was concentrated in vacuo to reduce to half volume, followed by addition of another 15 mL of MTBE. The suspension was filtered. The cake was washed with MTBE (2 x 5 mL) and hexane (2 x 4 mL), dried under vacuum at 65 C for 20 h to afford 1-4-(4-amino-7-methyl- 7/-/-pyrrolo[2,3-c]pyrimidin-5-yl)phenyl)-3-(2,5-difluorophenyl)pyrrolidin-2-one (449 mg) as an off-white solid. LCMS (ES) m/z = 452 [M+H]+. H NMR (400 MHz, DMSOd6) delta ppm 2.22 – 2.35 (m, 1 H), 2.58 – 2.71 (m, 1 H), 3.75 (s, 3 H), 4.00 (dd, J=8.8, 5.3 Hz, 2 H), 4.17 (t, J=9.6 Hz, 1 H), 5.97 – 6.18 (br s, 1.2 H), 7.32 (s, 1 H), 7.49 (d, J=8.6 Hz, 2 H), 7.60 – 7.70 (m, 3 H), 7.73 (s, 1 H), 7.83 (d, J=8.8 Hz, 2 H), 8.16 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1337532-51-0, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey M.; MEDINA, Jesus Raul; WO2015/136463; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 89284-85-5, Adding some certain compound to certain chemical reactions, such as: 89284-85-5, name is Methyl 2,5,6-trichloropyrimidine-4-carboxylate,molecular formula is C6H3Cl3N2O2, 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 89284-85-5.

Furfurylamine (0.155 g, 1.60 mmol) was added to a stirred solution of 6- methoxycarbonyl-2,4,5-trichloropyrimidine (prepared as described in example 4) (0.193 g, 0.80 mmol) and triethylamine (0.24 ml, 1.7 mmol) in dichloromethane (3 ml). The solution was stirred at ambient temperature for 18 hours, and then added to a mixture of ethyl acetate and brine. The organic phase was dried over magnesium sulphate, filtered and evaporated under reduced pressure to give an orange solid. This was purified by column chromatography on silica using ethyl acetate:hexane (1 :2) as eluent to provide 2,5-dichloro-4-(furan-2-ylmethylamino)-6-methoxycarbonylpyrimidine as a pale yellow solid (0.195 g, 81 %). Characterising data for this compound are as follows: m.p. 110- 112 0C; 1H nmr (400 MHz, CDCI3) deltaH 7.40 (1H, m), 6.35 (2H, m), 6.16 (1H, br s), 4.72 (2H, d), 3.98 (3H, s) ppm.

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. 89284-85-5, Methyl 2,5,6-trichloropyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SYNGENTA LIMITED; WO2009/81112; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 262353-35-5, name is 2-Iodo-4-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Iodo-4-methoxypyrimidine

1-(4-Methoxypyrimidin-2-yl)ethanone 2-Iodo-4-methyoxypyrimidine (Intermediate 74; 1.62 g, 6.84 mmol) was dissolved in dry THF (20 ml), cooled down to -10 C., i-PrMgCl (2 M in ether, 3.42 ml, 6.84 mmol) was added and the reaction mixture was stirred at 0 C. for 1 hour. N-Methoxy-N-methyl acetamide (776 mg, 7.52 mmol) was added; the mixture was slowly warmed up to room temperature over night. Water (10 ml) was added and the reaction mixture was extracted with DCM. The organic layer was dried over MgSO4, concentrated and purified by column chromatography (Hex/EtOAc, gradient) to give the desired product as a yellowish solid (470 mg). MS (ES) (M+H)+: 153 for C7H8N2O2; NMR (CDCl3): 2.77 (s, 3H), 4.10 (s, 3H), 6.89 (d, 1H), 8.62 (d, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 262353-35-5.

Reference:
Patent; ASTRAZENECA AB; US2008/312255; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33097-13-1 ,Some common heterocyclic compound, 33097-13-1, molecular formula is C6H3Cl2N3S, 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.

(S)-1-(1-Methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine 2,2,2-trifluoroacetate (1562 mg, 4.23 mmol) in THF (27.5 mL) along with 4,6- dichloro-2-(methylthio)pyrimidine-5-carbonitrile (931 mg, 4.23 mmol) and Et3N (1297 mu, 9.31 mmol) were added to a pear-shaped flask. The resulting mixture was stirred at room temperature for 2 hours and then concentrated to give the title compound, which was used in next step without further purification. ESI-MS m/z [M+H]+ calc’d for C20H19ClN8S, 439.11; found 439.4.

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. 33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHANG, Edcon; NOTZ, Wolfgang Reinhard Ludwig; WALLACE, Michael B.; WO2014/11568; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 144927-57-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 144927-57-1, name is Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred mixture of ethyl 4-chloro-7H-pyrrolo[2,3-ii|pyrimidine-5-carboxylate (4.00 g, 17.7 mmol) and SEMC1 (4.71 mL, 26.6 mmol) in DMF (90 mL) was added sodium hydride (0.851 g, 21.3 mmol) portion-wise at 0 C. The resulting yellow suspension was stirred at 0 C for one hour and then allowed to warm to room temperature over one hour. The reaction was quenched with water slowly then extracted with ethyl acetate (x3). The combined organic layers were washed with brine (150 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica eluting with 0-50% ethyl acetate/hexane to afford ethyl-4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo [2,3 –Patent; MERCK SHARP & DOHME CORP.; AHEARN, Sean, P.; CHRISTOPHER, Matthew; JUNG, Joon; PU, Qinglin; RIVKIN, Alexey; SCOTT, Mark, E.; WITTER, David, J.; WOO, Hyun Chong; CASH, Brandon; DINSMORE, Christopher; GUERIN, David; WO2013/85802; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2915-16-4 ,Some common heterocyclic compound, 2915-16-4, molecular formula is C16H11ClN2, 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.

NaH (1.9 mg, 42.1 mmol) was dissolved in dimethylformamide (DMF) in a flask and the mixture was stirred. Compound 5-2 (7.0 g, 27.2 mmol) was dissolved in DMF in a flask and added to the stirred NaH solution, and the mixture was stirred for 1 hr. 2-Chloro-4,6-diphenylpyrimidine (8.7 g, 32.6 mmol) was dissolved in DMF in a flask and stirred. The mixture stirred for 1 hr was added thereto and then stirred at room temperature for 24 hrs. After completing the reaction, the resulting solid was filtered, washed with EA, and purified by column chromatography to obtain compound H-33 (3.5 g, 25 %).

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. 2915-16-4, 2-Chloro-4,6-diphenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ROHMANDHAASELECTRONICMATERIALSKOREA LTD; LEE, KYUNG-JOO; YOON, SEOK-KEUN; KIM, CHI-SIK; KIM, HYUN; LEE, SEON-WOO; JUNG, SO-YOUNG; LEE, SU-HYUN; YANG, JEONG-EUN; KIM, YOUNG-KWANG; CHO, YOUNG-JUN; PARK, KYOUNG-JIN; JANG, SUNG-WOO; (50 pag.)TW2016/5841; (2016); A;,
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Pyrimidine – Wikipedia

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1235450-86-8, name is 5-Bromo-2-ethylpyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below., COA of Formula: C7H7BrN2O2

A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2 h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5%) to give compound 0601-121 (1.7 g, 38%) as a yellow liquid. 1H NMR (400 MHz, DMSO-d6): 1.26 (t, J=7.6 Hz, 3H), 2.87 (q, J=7.6 Hz, 2H), 8.90 (s, 2H).

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, 1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 57054-92-9, Adding some certain compound to certain chemical reactions, such as: 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine,molecular formula is C5H4BrClN2O, 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 57054-92-9.

Step Z1 : (5-Bromo-4-methoxy-pyrimidin-2-yl)-methyl-amine A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (3 g, 13.4 mmol) and methylamine (2 M in THF, 50 mL, 100 mmol) in THF (20 mL) was stirred for 40 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 1 :1 ) to afford 2.5 g of the title compound. tR: 0.81 min (LC-MS 2) ; ESI-MS: 218/220.1 [M+H]+ (LC-MS 2); Rf: 0.39 (hexane/EtOAc 1 :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. 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia