Day: January 11, 2021

Reference of 211244-81-4, Adding some certain compound to certain chemical reactions, such as: 211244-81-4, name is 2-(Methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one,molecular formula is C8H7N3OS, 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 211244-81-4.

7-chloro-2-(methylthio)pyrido[2,3-d]pyrimidine A suspension of 2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (297 mg, 1.54 mmol) in POCI3 (6 mL) was stirred under argon at 80C for 16 hours. The solution was cooled, and the resulting precipitate was filtered and washed with EtOAc to afford the title compound (43 mg, 13%). The filtrate was diluted with EtOAc, washed with NaHC03 and dried with Na2S04. After removal of the solvent, a second crop was obtained (154 mg, 48%). [00317] H NMR (500 MHz, DMSO-d6): delta 9.52 (s, 1 H), 8.61 (d, J = 8.4 Hz, 1 H), 7.74 (d, J = 8.4 Hz, 1 H), 2.63 (s, 3H). LCMS (ESI) Rt =1 .98 minutes MS m/z 212 [M+H]+

According to the analysis of related databases, 211244-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; HOELDER, Swen; BLAGG, Julian; CHEUNG, Jack; ATRASH, Butrus; SHELDRAKE, Peter; WO2014/37751; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22536-61-4, 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. 22536-61-4, name is 2-Chloro-5-methylpyrimidine. A new synthetic method of this compound is introduced below.

To a 500 mL RBF was added 2-chloro-5-methylpyrimidine (12 g, 93 mmol), potassium (E)- trifluoro(prop-1-en-1-yl)borate (17.27 g, 117 mmol), and potassium phosphate (59.4 g, 280 mmol). The flask was purged with N2(5x) and then 1,4-dioxane (200 mL) and water (20 mL) were added. The resulting yellow suspension was sparged with Ar for 15 min and then 1,1-bis[(di-t-butyl-p-methylaminophenyl]palladium(II) chloride (Amphos, commercially available from Strem, 2.64 g, 3.73 mmol) was added, a reflux condenser was attached, and the reaction was warmed to 90 C in an oil bath and stirred under N2for 16.5 h. The reaction was then cooled to RT. The reaction was diluted with water (250 mL) and extracted with EtOAc (2 x 250 mL). The organic layers were combined, dried (MgSO4), and concentrated. The residue was purified by flash chromatography on silica gel eluting with 0-20% EtOAc/hexanes) to afford (E)-5-methyl-2-(prop-1-en-1- yl)pyrimidine 466.01 (12.96 g, 97 mmol, 100% yield) as a yellow/orange oily solid.1H NMR (300 MHz, CDCl3) delta 8.49 (s, 2H), 7.01-7.20 (m, 1H), 6.57 (dd, J= 15.6, 1.7 Hz, 1H), 2.29 (s, 3H), 1.97 (dd, J= 6.8, 1.6 Hz, 3H). LCMS (ESI pos.) m/z: 135.2 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-61-4, 2-Chloro-5-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YANG, Kevin; YEH, Wen-Chen; (700 pag.)WO2018/97945; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5604-46-6 ,Some common heterocyclic compound, 5604-46-6, molecular formula is C5H3Cl2N3O, 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.

2. Procedures for preparation of compound 11; NH2 H NH2 N”‘N 0 H p NN H ci cl (furoic hydrazide) ci H ou compound V CH3CN compound))) Na2CO3 40 Deg. C H0- NH NH2 80 Deg. C Zu NH2 Nu2 Nf H (at) N”S compound 11 Compound V (1. 0g, 1. Oeq.), 2-furoic hydrazide (0.7g, 1. 1 eq.) and sodium carbonate (0.55g, 1. Oeq. ) were added acetonitrile (20mL) and was heated to 40C. After stirring at 40C for 30 hours, the reaction was subsequently heated to 60C. A solution of 2- hydroxyethyl hydrazine (0.7mL, 2eq. ) in water (5mL) was added. The reaction mixture was then heated to 80C and stirred for 2.5 hours. Once the reaction was completed, the reaction mixture was cooled down to 25C, and 0.1 N HCI (10mL) was added. The reaction mixture was stirred at 25C for 2 hours. The reaction mixture was then concentrated to about 1 OmL under reduced pressure. Water (30mL) was added and the reaction mixture was concentrated to about 1 OmL under reduced pressure. The reaction mixture was stirred at 25C for overnight. The solid was filtered and washed with 2mL water, then with 2mL acetonitrile. The product (compound 1) was dried under vacuum at 25C to yield 1. 1 g (70%) of the desired product. LC/MS: m/z=304 (M+1) 1H NMR (DMSO-d6) : 610. 65 (d, 1H) ; 9.52 (d, 1H) ; 7.98-7. 88 (m, 1H) ; 7.42-7. 29 (m, 1H) ; 6.73-6. 70 (m, 1H) ; 6.35 (s, 2H); 4.9 (s, 1H) ; 4.1 (m, 2H); 3.62 (m, 2H)

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. 5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; WO2005/54245; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 89581-38-4, 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 89581-38-4 as follows.

To the reaction flask was added 1 mmol of compound F18,2 mmol Cs2CO3,1 ml of DMF and 2 mmol of 5-bromo-2-pyrimidinecarboxylic acid methyl ester. The reaction mixture was heated to 80 C for 2 h under nitrogen. After the reaction was complete, water was added. The organic phase was extracted with ethyl acetate, dried over anhydrous sodium sulfate, The filtrate was concentrated under reduced pressure and then purified using a silica gel column (petroleum ether: ethyl acetate = 1: 1 as eluent) to give the title product as a pale yellow oily liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89581-38-4, its application will become more common.

Reference:
Patent; Guangdong Zhongsheng Pharmaceutical Co., Ltd.; Chen, Lijuan; Long, Chaofeng; Chen, Xiaoxin; Liu, Zhuowei; Ye, Haoyu; Xie, Chengshi; (104 pag.)CN106045923; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 39876-88-5, Adding some certain compound to certain chemical reactions, such as: 39876-88-5, name is 4-Chlorobenzofuro[3,2-d]pyrimidine,molecular formula is C10H5ClN2O, 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 39876-88-5.

1-bromo-9H- carbazole (5.0 g, 20.3 mmol) and sodium hydride (1.4 g, 34.5 mmol) were mixed in 200 mL of dry DMF. The solution was stirred for 4 hours and the addition of 4-chlorobenzofuro[3,2-d]pyrimidine(7.9 g, 38.6 mmol). The mixture was refluxed under nitrogen overnight. The reaction mixture was placed in water and the precipitate was then filtered off. After the residue with eluent THF: hexane (1: 1, v / v) was purified by column chromatography using. Of the yellow product was collected 4 .1 g (49%).

According to the analysis of related databases, 39876-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Joseph, Scott; Kwang, Raymond; Lee, Chi Hang; Shia, Chuan Jun; Ram, SiV Cheung; (131 pag.)KR2015/9461; (2015); A;,
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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows. name: 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

N-(5-amino-4-methoxy-2-(trifluoromethyl)phenyl)acetamide (496 mg, 2.0 mmol),3-(2-chloropyrimidin-4-yl)-1-methyl-1H-indole (704 mg, 4.0 mmol) was dissolved in 2-pentanol (10 mL),Then p-toluenesulfonic acid monohydrate (688 mg, 4.0 mmol) was added.The reaction was stirred at 130 C for 4 hours.After the reaction is over,Cool to room temperatureSaturated sodium bicarbonate (20 mL) was added to the reaction solution.Extract with dichloromethane (100 mL x 3).Combine the organic phase,The organic phase was washed with saturated brine (100 mL).Drying with anhydrous sodium sulfateConcentrate under reduced pressure,The crude product was isolated and purified by silica gel column chromatography (eluent: petroleum ether:Ethyl acetate = 2:1) gave a yellow solid (113 mg, yield: 12.4%).

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 347418-42-2, 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 347418-42-2 as follows.

Step 1 To a solution of A16 (25 mg, 0.056 mmol) and 4-chloro-5-fluoropyrimidine (15 mg, 0.11 mmol) in DMSO (0.5 mL) was added CS2CO3 (37 mg, 0.11 mmol) and the mixture was stirred at 15C for 35 mins. The mixture was quenched with water (15 mL) and extracted with EtOAc (4 x 25 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2S04, filtered and concentrated to provide CI as brown oil which was used in the next step without further purification. MS for CI m/e = 540.2 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,347418-42-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CUMMING, Jared, N.; DAI, Xing; (84 pag.)WO2017/139210; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 3435-28-7, 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 3435-28-7 as follows.

Example 59: (R)-l-[(6-Methyl-pyrimidin-4-yIcarbamoyI)-methyl]-3-(l-phenyl- cycloheptanecarbonyloxy)-l-azonia-bicyclo[2.2.2]octane chloridea) 2-Chloro-iV-(6-methyl-pyrirnidin-4-yl)-acetamide 6-Methyl-pyrimidin-4-yl amine (545 mg) was suspended in DCE (5 mL) and chloroacetylchloride (0.4 mL) was added dropwise. The reaction was heated in a microwave at 8O0C for 5mins. The reaction mixture was cooled, filtered and a solid obtained. The reaction was repeated a second time and both batches of solid were combined, washed with dichloromethane then suspended in dichloromethane and sat. NaHCO3 (aq.) was added. The organic phase was collected and the aqueous layer extr with dichloromethane (x2). The combined organic layer was dried over sodium sulphc and concentrated. The crude product was purified by silica gel chromatography elutinj with 0-10%MeOH/dichloromethane to give the sub-titled compound as a yellow solid mg).1H NMR (400 MHz, DMSO-D6): delta 11.11 (s, IH), 8.76 (d, IH), 7.91 (s, IH), 4.38 (s, 2 2.44 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3435-28-7, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY LIMITED; WO2009/138707; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4983-28-2 ,Some common heterocyclic compound, 4983-28-2, molecular formula is C4H3ClN2O, 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.

Step 1 : 2-Chloropyrimidin-5-ol (5.3 g) was dissolved under argon in acetone (144 ml). After addition of potassium carbonate (8.42 g) and 2,2,3,3-tetrafluoropropyl trifluoromethanesulfonate (12.3 g) the mixture was stirred for 18 h. The mixture was diluted with -200 ml ether, stirred for 10 min and filtered. The filtrate was concentrated, taken up in dichloromethane, filtered again and concentrated to dryness to give 2-chloro-5-(2,2,3,3- tetrafluoropropoxy)pyrimidine (8.99g, not totally pure) as orange oil. MS: m/z = 245.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4983-28-2, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (99 pag.)WO2016/150785; (2016); 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. 4994-86-9, name is 4-Chloro-2-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

Synthesis of methyl 1-methyl-4-(2-methylpyrimidin-4-yl)-1H-pyrazole-5-carboxylate Using 4-bromo-1-methyl-1H-pyrazole-5-carboxylic acid methyl ester (CAS No.: 514816-42-3, 2.0 g, 9.1 mmol) and 4-chloro-2-methylpyrimidine (0.94 g), methyl 1-methyl-4-(2-methylpyrimidin-4-yl)-1H-pyrazole-5-carboxylate (1.26 g) was obtained as a yellow oily substance using a method similar to that in in Working Example 3 or a method based on this method. (Physical property data) LC-MS: M=232, RT=0.75 (min), [M+H]+=233. 1H-NMR (300 MHz, CDCl3, delta ppm): 8.62 (1H, d, J=5 Hz), 7.85 (1H, s), 7.29 (1H, d, J=5 Hz), 4.15 (3H, s), 3.87 (3H, s), 2.74 (3H, s).

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, 4994-86-9, 4-Chloro-2-methylpyrimidine.

Reference:
Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; SATOH, Tsutomu; KUDOH, Takashi; IWAMA, Tetsuo; (50 pag.)US2017/210740; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia