Tag: M.W:100-200

Reference of 5413-85-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 5413-85-4 as follows.

EXAMPLE 13; 6-r4-(Aminophenylmethyl)piperidin-1-yll-7,9-dihydropurin-8-one; 13A. 5,6-Diamino-4-chloropyrimidine; A mixture of 4,6-dichloro-5-aminopyrimidine (Aldrich Chemical Co.) (2.0 g, 12.2 mmol) and concentrated aqueous ammonia (20 ml) was heated to 100 0C in a sealed glass tube with vigorous stirring for 18 hours. The cooled tube was recharged with concentrated aqueous ammonia (8 ml), aggregates were broken up, and the mixture was reheated at 100 0C for a further 28 hours. The mixture was evaporated to dryness and the solids were washed with water (20 ml) and dried to give the product as yellow crystals (1.71 g, 97%). LC/MS (LCT1): R, 1.59 [M+H]+ 147, 145.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5413-85-4, its application will become more common.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; THE INSTITUTE OF CANCER RESEARCH:ROYAL CANCER HOSPITAL; CANCER RESEARCH TECHNOLOGY LIMITED; WO2007/125315; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 213265-83-9, 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. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine, molecular formula is C4HCl2FN2, 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.

tert-butyl 4-[(2-{[6-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-benzim idazol-2-yl]am ino}pyridin-4-yl)methyl]piperazine-1 -carboxylate (500 mg, see Compound 01.04), 4,6- dichloro-5-fluoropyrimidine (469 mg), aqueous Na2CO3 (1.4 ml, 2.0 M) and 1,1?- bis(diphenylphosphino)ferrocene-palladium(I I )dichloride dichloromethane complex (76.4 mg) were stirred in a sealed tube in a mixture of 1,4-dioxane (10 ml) and water (2.0 ml) overnight at110?C. The mixture was then filtered over a silicone filter and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica gel to give 556 mg (60 % purity) of the title compound.LC-MS (method 2): R = 1.36 mm; MS (ESlpos): m/z = 537 [M-H]1H..NMR (400 MHz, DMSO-d6) O [ppm]: 1.065 (16.00), 1.155 (1.74), 1.299 (1.42), 1.393 (2.88),1.414 (1.32), 2.539 (0.70), 3.334 (0.76), 3.937 (0.68), 8.097 (0.85).

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 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; HEINRICH, Tobias; PRINZ, Florian; LEFRANC, Julien; SCHROeDER, Jens; MENGEL, Anne; BONE, Wilhelm; BALINT, Joszef; WENGNER, Antje; EIS, Knut; IRLBACHER, Horst; KOPPITZ, Marcus; BOeMER, Ulf; BADER, Benjamin; BRIEM, Hans; LIENAU, Philip; CHRIST, Clara; STOeCKIGT, Detlef; HILLIG, Roman; (1256 pag.)WO2017/102091; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3993-78-0, 2-Amino-4-chloropyrimidine, 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, COA of Formula: C4H4ClN3, blongs to pyrimidines compound. COA of Formula: C4H4ClN3

A microwave vial was charged with 4-chloropyrimidin-2-amine (300 mg, 2.32 mmol), isopropylamine (828 mg, 1.2 ml, 14.0 mmol) and water (1.0 mL). The vial was flushed with argon, closed and stirred at 180 C for 30 min under microwave irradiation (caution: the pressure reached >20 bar). The reaction mixture was cooled to room temperature and extracted with dichloromethane and water. The organic layer was washed with water and the aqueous layers were back-extracted with dichloromethane. The organic layers were combined, dried over Na2S04, filtered and concentrated. The product was obtained after triturating the residue with diethyl ether and a few drops of ethyl acetate as off-white solid (282 mg, 80 ).MS: m/z = 153.4 (M+H)+

The synthetic route of 3993-78-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GOBBI, Luca; KNUST, Henner; KOERNER, Matthias; MURI, Dieter; WO2014/187762; (2014); A1;,
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Synthetic Route of 24410-19-3, 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. 24410-19-3, name is Pyrido[2,3-d]pyrimidin-4(1H)-one, molecular formula is C7H5N3O, 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.

EXAMPLE 8 4-chloro-pyrido[2,3-d]pyrimidine A mixture of pyrido[2,3-d]pyrimidin-4(3H)-one (1.471 g, 10 mM) and POCl3 (16 ml) is stirred for 1 h at reflux. The excess of POCl3 is removed under vacuum. Then dichloromethane and iced water is added and the mixture stirred until the black solid dissolves. The organic layer is separated, washed with bicarbonate solution, dried over Na2 SO4 and then evaporated to dryness. The yellow residue is recrystallized from toluene/hexane to give almost pure title compound in 70% yield. mp 137 C.

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 24410-19-3, Pyrido[2,3-d]pyrimidin-4(1H)-one.

Reference:
Patent; Pharmacia & Upjohn S.p.A.; US5965563; (1999); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14080-56-9, Thieno[2,3-d]pyrimidin-4-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, 14080-56-9, blongs to pyrimidines compound. Quality Control of Thieno[2,3-d]pyrimidin-4-amine

To a solution of 100 mg (253 pmol) 6-bromo-4-hydroxy-8-methyl-4-(trifluoromethyl)-2H-spiro[cyclohexane-1 ,3-imidazo[1 ,5-a]pyridine]-1 ,5-dione (prepared according to example127a) and 42 mg (278 pmol) thieno[2,3-d]pyrimidin-4-amine (GAS-No.: 14080-56-9) in 8.2 mL 1 ,4-dioxane was added 247 mg cesium carbonate and the mixture was degassed and purged with argon several times. 15.7 mg 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene, 12.9 mg 2-(dicyclohexyl-phosphino)-2,4,6-triisopropylbiphenyl, 6.1 mg palladium(ll)acetateand 24.8 mg tris(dibenzylideneacetone)dipalladium(0) were added and the mixture was stirred at 1000 for 2 hours. After concentration t he residue was purified by flash chromatography (Biotage SNAP cartridge silica 25 g, methanol: dichloromethane) and crystallization from methanol to give 42 mg (32%) of the title compound. LC-MS: m/z = 466.2 [M÷H].1HNMR (400 MHz, DMSO-d6), 6 [ppm]= 1.43 (2H), 1.83 (2H), 1.96 (2H), 2.52 (3H*), 3.46(2H), 5.99 (1H), 7.82 (1H), 7.87 (1H), 8.65 (1H), 8.70 (1H), 9.07 (1H), 10.43 (1H);*: at least partially hidden by solvent or water signal

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-56-9, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAYER AKTIENGESELLSCHAFT; KLAR, Ulrich; BOHLMANN, Rolf; SCHAeCKE, Heike; SUeLZLE, Detlev; MENZ, Stephan; PANKNIN, Olaf; (249 pag.)WO2018/134148; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1312535-78-6, 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. 1312535-78-6, name is 1-(2-Chloropyrimidin-4-yl)ethanone, molecular formula is C6H5ClN2O, 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.

To a solution of l-(2-chloropyrimidin-4-yl)ethanone 2 (1.0 g, 6.4 mmol) in acetic acid (15.0 mL), bromine (0.3 mL, 6.4 mmol) and HBr (47%, 0.7 mL, 6.4 mmol) were added. The resulting mixture was stirred at room temperature for 6h. After completion of the reaction, solvent was distilled off, and the residue obtained was washed with diethyl ether to afford INT- 27 (0.7 g, 46%) as a light brown solid. 1H NMR (400 MHz, CDC13+ DMSO-d6) delta 4.68 (s, 2H), 8.86 (d, J = 4.9 Hz, 1H), 8.80 (d, J = 4.8 Hz, 1H).

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 1312535-78-6, 1-(2-Chloropyrimidin-4-yl)ethanone.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; ALEXANDER, Matthew David; MCDONALD, Joseph John; NI, Yike; NIU, Deqiang; PETTER, Russell C.; QIAO, Lixin; SINGH, Juswinder; WANG, Tao; ZHU, Zhendong; WO2014/149164; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 58347-49-2, 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 58347-49-2, name is 7-Chloropyrazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 15Ethyl (4- { 8 -chloro-3 – IY 1 S)- 1 -(pyrazolof 1 ,5 -a]pyrimidin-7-ylamino)ethyllquinolin-2- yl } piperazin- 1 – vDacetateIntermediate 22 (500 mg, 1.05 mmol), EtOH (5 mL) and 2N HCl in Et2O (5 mL) were combined and stirred at r.t. for 4 days. The reaction mixture was then concentrated to give a yellow glass (526 mg, quantitative). A portion of this material (50 mg, 0.11 mmol), «-BuOH (6 mL), DIPEA (1 mL) and 7-chloropyrazolo[l,5-alpha]pyrimidine (50 mg, 0.25 mmol) were combined in a sealed tube and heated under microwave irradiation to 14O0C for 1 h. The reaction mixture was then concentrated and purified by preparative HPLC to give the title compound (39.3 mg, 72%) as a tan glass. deltaH (DMSOd6) 8.68 (IH, s), 8.47 (IH, d, J7.70 Hz), 8.14-8.09 (2H, m), 7.86-7.76 (2H, m), 7.40 (IH, t, J7.81 Hz), 6.44 (IH, d, J2.27 Hz), 6.26 (IH, d, J5.28 Hz), 5.14-5.05 (IH, m), 4.16 (2H, q, J7.10 Hz), 3.47-3.38 (2H, m), 3.42 (2H, s), 3.38-3.29 (2H, m), 3.00-2.93 (2H, m), 2.90-2.82 (2H, m), 1.90 (3H, d, J 6.69 Hz), 1.25 (3H, t, J 7.09 Hz). LCMS (ES+) 494/496 (M+H)+, RT 3.50 minutes {Method 1).

According to the analysis of related databases, 58347-49-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BROWN, Julien, Alistair; BUeRLI, Roland; HAUGHAN, Alan, Findlay; LANGHAM, Barry, John; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2010/133836; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3438-48-0, 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.3438-48-0, name is 4-Phenylpyrimidine, molecular formula is C10H8N2, molecular weight is 156.18, as common compound, the synthetic route is as follows.

General procedure: A mixture of a 4-substituted pyrimidine (2 mmol), 0.53 g3-(2-bromoacetyl)-2H-chromen-2-one (2 mmol), and anactivated alkyne (2.5 mmol) in 40 cm3 1,2-epoxybutanewas heated at reflux temperature for 24 h. The solvent waspartly removed under vacuum, 10 cm3 of MeOH wasadded and the mixture was left overnight at room temperature.The solid formed was filtered, washed on the filterwith a mixture of MeOH/diethyl ether 1:1 and crystallizedfrom CHCl3/MeOH. Ethyl 3-phenyl-7-(2-oxo-2H-chromen-3-yl)-carbonylpyrrolo[1,2-c]pyrimidine-5-carboxylate(13, C26H18N2O5)Yellow crystals; yield: 0.51 g (58 %); m.p.: 273-275 C; 1HNMR (CDCl3 ? TFA, 300 MHz): d = 1.48 (t, J = 7.1 Hz,3H, CH3), 4.52 (q, J = 7.1 Hz, 2H, CH2), 7.49-7.54, 7.63-7.65, 7.77-7.90 (3 m, 9H, 5 H-Phenyl, 4 H-Coum), 8.39 (s,1H, H-6), 8.45 (s, 1H, H-Coum), 8.61 (s, 1H, H-4), 11.29 (s,1H, H-1) ppm; 13C NMR (CDCl3 ? TFA, 75 MHz):d = 14.2 (CH3), 63.1 (CH2), 112.1 (C-4), 117.4 (C-Coum),126.5 (C-Coum), 127.5, 130.2, 132.6 (C-20, C-30, C-40, C-50C-60), 130.3, 133.9, 135.7 (C-6, 2 C-Coum), 110.5, 118.2,123.9, 124.4, 131.4, 140.1, 145.9, 154.6 (C-3, C-4a, C-5, C-7, C-10, 4 Cq-Coum), 143.9 (C-1), 148.9 (C-Coum), 164.0(CO2Et), 180.4 (CO-Coum) ppm; IR (KBr): v = 1728,1698, 1630, 1613, 1525, 1477, 1355, 1258, 1210 cm-1.

Statistics shows that 3438-48-0 is playing an increasingly important role. we look forward to future research findings about 4-Phenylpyrimidine.

Reference:
Article; Popa, Marcel M.; Georgescu, Emilian; Draghici, Constantin; Georgescu, Florentina; Dumitrascu, Florea; Dumitrescu, Denisa; Monatshefte fur Chemie; vol. 146; 12; (2015); p. 2029 – 2040;,
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Pyrimidine – Wikipedia

Reference of 16357-69-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 16357-69-0 as follows.

General procedure: To the solution of corresponding quinazolone intermediate 13a(13b, 13c or 13d) in DCM (4 mL/1 mmol substrate)was added TFA (1mL/1 mmol substrate) dropwise at 0 C, and the resultant mixturewas stirred at room temperature. After 13a (13b, 13c or 13d) wastotally consumed, saturated NaHCO3 solution was added dropwiseat 0 C to adjust the PH value to 7. Following extraction with DCM,the organic layer was washed with brine, dried over anhydrousNa2SO4, and concentrated in vacuo to afford the Boc-deprotectedsecondary amine as slightly yellow solid.The mixture of corresponding Boc-deprotected secondaryamine (1.0 eq), 6-chloro-9H-purine (1.5 eq), DIPEA (4.0 eq) and t-BuOH (15 mL/1 mmol secondary amine) was stirred at 80 C underN2 atmosphere. After the secondary aminewas totally consumed, t-BuOH was removed in vacuo, and the residue was dissolved inDCM. The solution was washed with saturated NaHCO3 solution,dried over anhydrous Na2SO4, and concentrated in vacuo. Finally,the crude product underwent flash column chromatography (DCM/EA 5:1-1:1, V/V) to afford the purine derivative (14 or 15e17) aspale solid. Compounds with 4-aminopyrimidine-5-carbonitrile, 2-amino-6-methylpyrimidine-5-carbonitrile, 2-fluoro-9H-purine or2-chloro-9H-purine as HBs were prepared via similar procedure tothat for 14e17. However, the eluents utilized in the final flash columnchromatography of 21, 22, 24, 25 and 27 were different (DCM/EA 15:1-5:1, V/V, for 21, 24 and 27; DCM/EA 20:1-8:1, V/V, for22 and 25). The NMR spectra of 14e17, 28 and 29 indicated theexistence of rotamers.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16357-69-0, its application will become more common.

Reference:
Article; Tao, Qiangqiang; Chen, Yuqing; Liang, Xiao; Hu, Yongzhou; Li, Jiaming; Fang, Fang; Wang, Huchuan; Meng, Chang; Liang, Jingtai; Ma, Xiaodong; Gui, Shuangying; European Journal of Medicinal Chemistry; vol. 191; (2020);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. name: 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine was dissolved in 57 wt. % hydriodic acid in H2O. The solution was stirred for 48 h at room temperature, and the solid was removed by filtering. The suspension in cold water was brought to pH 8 with NH3 (aq) solution. The solid was filtered, washed with water and dried.

The synthetic route of 3680-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lee, Sun-Mi; Yoon, Kyoung Bin; Lee, Hyo Jeong; Kim, Jiwon; Chung, You Kyoung; Cho, Won-Jea; Mukai, Chisato; Choi, Sun; Kang, Keon Wook; Han, Sun-Young; Ko, Hyojin; Kim, Yong-Chul; Bioorganic and Medicinal Chemistry; vol. 24; 21; (2016); p. 5036 – 5046;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia