Category: 14631-08-4

Electric Literature of 14631-08-4, 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 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine. This compound has unique chemical properties. The synthetic route is as follows.

Step-2: 2-chloro-7H-purin-8(9H)-one [0177] To a solution of 2-chloropyrimidine-4,5-diamine (200 mg, 1.38 mmol) in anhydrous THF (25 mL) was added CDI (225 mg, 1.38 mmol) under N2. The reaction mixture was stirred at room temperature overnight. It was concentrated in vacuum and the residue was purified on ISCO (12 g silica gel column, EtOAc/hexanes 0~100%). The solid obtained was a mixture of the desired product and imidazole. It was dissolved in DCM, washed with 1N HCl (aq.) and water, dried (Na2SO4) and concentrated in vacuum to afford the title compound as a white solid (170 mg, 72%).

According to the analysis of related databases, 14631-08-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ASHWELL, Susan; CAMPBELL, Ann-Marie; CARAVELLA, Justin Andrew; DIEBOLD, R. Bruce; ERICSSON, Anna; GUSTAFSON, Gary; LANCIA, David R.; LIN, Jian; LU, Wei; WANG, Zhongguo; (147 pag.)WO2016/171755; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14631-08-4 , The common heterocyclic compound, 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, 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.

DIPEA (0.35 mL, 2.03 mmol) was added to a stirred suspension of 2-chloro-4,5- diaminopyrimidine (100 mg, 0.69 mmol), trans-(2S)-2-(tert-butoxycarbonylamino)-2-(4- methylcyclohexyl)acetic acid (271 mg, 0.99 mmol) and HATU (410 mg, 1.08 mmol) in DCM (5 mL) at 20C. The reaction mixture was stirred at 20C for 18 h, then diluted with DCM (15 mL) and washed with saturated aqueous NaHCO3 solution (10 mL). The organic layer was filtered through a hydrophobic frit, and the solvent was concentrated in vacuo. The resulting dark brown oil was dissolved in EtOH (10 mL), and K2CO3 (398 mg, 2.88 mmol) was added. The suspension was heated at 80C in a sealed vial for 40 h. After cooling, the mixture was diluted with water (10 mL), and the aqueous layer was extracted with DCM (3 x 15 mL). The combined organic extracts were filtered through a hydrophobic frit, and the solvent was concentrated in vacuo. The resultant dark brown oil was separated by flash column chromatography, eluting with EtOAc/heptane (0-50% gradient), to afford the title compound (80 mg, 30%) as a yellow oil that slowly solidified on standing. dH (250 MHz, CDCl3) 11.73 (br s, 1H), 8.90 (s, 1H), 5.87-5.64 (m, 1H), 4.74-4.62 (m, 1H), 1.75-1.68 (m, 4H), 1.41 (s, 9H), 1.28-1.04 (m, 6H), 0.88-0.84 (m, 3H). LCMS (Method 10): [M+H]+ m/z 380 and 382, RT 1.18 minutes.

The synthetic route of 14631-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14631-08-4, 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. 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, 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 133[2-(4-Dimethylamino-piperidin-1-yl)-9H-purin-8-yl]-(2-isoquinolin-4-yl-pyridin-4-yl)- methanoneStep 1 : A toluene suspension of 2-chloro-pyrimidine 4,5-diamine (289 mg, 2.0 mmol), trimethylorthoformate (1.9 g, 18 mmol) and benzenesulfonic acid (14 mg, 0.08 mmol) was heated at reflux overnight. The reaction was cooled and diisopropylethylamine (28 Dl, 0.08 mmol) was added. The mixture was evaporated to dryness and the 2-chloro-9-dimethoxymethyl-9H-purine was used without further purification

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 14631-08-4, 2-Chloropyrimidine-4,5-diamine.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14631-08-4, 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 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 6; (2-{4-[2-(Trifluoromethyl)phenoxylpiperidin-l-yl}-9H-purin-8-yl)methanol; Step 1: 2-{4-[2-(Trifluoromethyl)phenoxylpiperidin-l-yl}pyrimidine-4,5-diamine; A mixture of 2-chloropyrimidine-4,5-diamine (200 mg, 1.4 mmol), 4-[2- (trifluoromethyl)phenoxy]piperidine (0.4 mL, 1.6 mmol) and triethylamine (0.58 mL, 4.1 mmol) in 2-methoxyethanol/water (4:1, 2.8 mL) was heated at 13O 0C for 16 h. The solvent was evaporated, diluted with water (5 mL) and extracted three times with EtOAc (5 mL). The combined organic layers were dried over Na2SO4. Evaporation of the solvent followed by purification by Combiflash (SiO2, 5 % MeOeta/EtOAc) afforded the title compound as a solid. MS (+ESI) m/z 354 (MH+).

According to the analysis of related databases, 14631-08-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2008/17161; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14631-08-4 ,Some common heterocyclic compound, 14631-08-4, molecular formula is C4H5ClN4, 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) 8-(2-Methoxy-4-benzyloxy-phenyl)-2-chloro-purine Prepared analogously to Example 5 from 2-chloro-4,5-diaminopyrimidine and 2-methoxy-4-benzyloxy benzoic acid. M.p.: 245-246 C.

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. 14631-08-4, 2-Chloropyrimidine-4,5-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dr. Karl Thomae GmbH; US4722929; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 14631-08-4, 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.14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, molecular weight is 144.5623, as common compound, the synthetic route is as follows.

EXAMPLE 8; 5-F4-(2-Bromo-5-fluorophenoxy)piperidin-l-yll-3H-[l,2,31triazolo[4,5-lH NMR (500 MHz, acetone-ct°: delta 7.57 (dd, 1 H), 7.53 (s, 1 H), 7.04 (dd, 1 H), 6.70 (td, 1 H), 5.55 (s, 2 H), 4.78-4.73 (m, 1 H), 4.05-3.97 (m, 2 H), 3.58-3.51 (m, 2 H), 3.42 (s, 2 H), 2.00- 1.92 (m, 2 H), 1.74-1.66 (m, 2 H). MS (+ESI) m/z 382, 384 (MH+).

The chemical industry reduces the impact on the environment during synthesis 14631-08-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2008/17161; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14631-08-4 , The common heterocyclic compound, 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine, molecular formula is C4H5ClN4, 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.

Compound 21-3 (4 g, 27.6 mmol) and compound 21-3-1 (5.2 g, 31.2 mmol) were dissolved in HCl/i-PrOH (2 mL/40 mL), and the mixture was heated to 100 C. and stirred for 14 h, followed by adjusted to pH 9 with Na2CO3 (aq.) and extracted with DCM (50 mL×4). The organic phase was dried over anhydrous Na2SO4, filtered and concentrated to give a crude product which was purified by column chromatography to afford compound 21-4 (1.1 g, Yield 14.7%) as black solid.

The synthetic route of 14631-08-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.; Humanwell Healthcare (Group) Co., Ltd.; Wang, Xuehai; Wu, Chengde; Xu, Yong; Shen, Chunli; Li, Li’e; Hu, Guoping; Yue, Yang; Li, Jian; Guo, Diliang; Shi, Nengyang; Huang, Lu; Chen, Shuhui; Tu, Ronghua; Yang, Zhongwen; Zhang, Xuwen; Xiao, Qiang; Tian, Hua; Yu, Yanping; Chen, Hailiang; Sun, Wenjie; He, Zhenyu; Shen, Jie; Yang, Jing; Tang, Jing; Zhou, Wen; Yu, Jing; Zhang, Yi; Liu, Quan; (251 pag.)US2017/313683; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine. A new synthetic method of this compound is introduced below., Safety of 2-Chloropyrimidine-4,5-diamine

Intermediate 82: Mixture /V-(5-amino-2-chloro-4-pyrimidinyl)-2-oxo-3-phenyl-1-oxa-3- azaspiro[4.51decane-8-carboxamide and lambda/-(4-amino-2-chloro-5-pyrimidinyl)-2-oxo-3- phenyl-1-oxa-3-azaspiro[4.51decane-8-carboxamide; (Trans^-oxo-S-phenyl-i-oxa-S-azaspiro^.deltaJdecane-delta-carboxylic acid (Intermediate 10 alternative preparation, 239 mg, 0.286 mmol), 2-chloro-4,5-pyrimidinediamine (commercially available, 41.4 mg, 0.286 mmol) and EDC HCI (88 mg, 0.458 mmol) were dissolved in pyridine (2 ml) and stirred at room temperature overnight. The solvent was removed under vacuum to give a residue which was purified by silica gel chromatography (5g cartridge) eluting in gradient with CyclohexaneEtOAc 9:1 to 1 :1 then DCMMeOH 95:5 to afford the title compound as a pale yellow solid (35 mg, 30%), mixture of regio and stereoisomers with unknown ratio). UPLC-MS: 0.60 min, m/z 402 [M+H]+.

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, 14631-08-4, 2-Chloropyrimidine-4,5-diamine.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/129007; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 14631-08-4, 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 14631-08-4, name is 2-Chloropyrimidine-4,5-diamine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1; { 5 – [4-(2-Bromo-5 -fluorophenoxy)piperidin- 1 -yl] -3H- [ 1 ,2,3 ] triazolo [4,5 -d] pyrimidin-3 -yl } acetic acid; Step 1 : 2-[4-(2-Bromo-5-fluorophenoxy)piperidin-l-yllpyrimidine-4,5-diamine; A mixture of 2-chloropyrimidine-4,5-diamine (3 g, 20.75 mmol), 4-(2- bromophenoxy)piperidine (6.83 g, 24.90 mmol) and etaunig’s base (7.25 ml, 41.5 mmol) in 2- methoxyethanol (33.2 mL) and water (8.30 mL) was heated at 130 0C for 6 d. The solvent was evaporated, the residue diluted with water (25 mL) and extracted three times with EtOAc (25 mL). The combined organic fractions were dried over Na2SO4 and the solvent evaporated. Purification by Combiflash (SiO2-120 g, gradient elution of 5% MeOeta/EtOAc over 25 min) afforded the title product as a solid. leta NMR (500 MHz, acetone-d6): delta 7.57 (dd, 1 H), 7.53 (s, 1 H), 7.04 (dd, 1 H), 6.70 (td, 1 H),5.55 (s, 2 H), 4.78-4.73 (m, 1 H), 4.05-3.97 (m, 2 H), 3.58-3.51 (m, 2 H), 3.42 (s, 2 H), 2.00- 1.92 (m, 2 H), 1.74-1.66 (m, 2 H). MS (+ESI) m/z 382, 384 (MH+).

According to the analysis of related databases, 14631-08-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/12573; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia