Day: July 29, 2021

Application of 90213-67-5 , The common heterocyclic compound, 90213-67-5, name is 2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C7H5Cl2N3, 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.

(2S,3S)-Ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride (1.26 g, 5.40mmol) and 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine (1.10 g, 5.40 mmol) weredissolved in DMF (5 mL), then K2C03 (1.50 g, 11.00 mmol) was added. The mixture was stirredat rt overnight. The reaction was stopped, and water (50 mL) was added to quench the reaction,and the resulting mixture was extracted with EtOAc (50 mL x 2). The combined organic phaseswere washed with saturated brine (80 mL), dried over anhydrous Na2S04, filtered, and thefiltrate was concentrated in vacuo. The residue was purified by silica gel chromatograph(PE/EtOAc (v/v) = 1011) to give the title compound as a yellow solid (979 mg, 50%).MS (ESI, pos.ion) m/z: 363.2 [M+Ht;1H NMR (400 MHz, CDCb) 8 (ppm): 6.87 (d, J = 3.4 Hz, 1H), 6.41 (s, 1H), 5.32 (s, 1H), 4.63 (s,1H), 4.21 (q, J = 7.1 Hz, 2H), 3.76 (s, 3H), 2.39 (d, J = 4.9 Hz, 1H), 1.96- 1.52 (m, 10H), 1.26(t, J = 7.0 Hz, 3H).

The synthetic route of 90213-67-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1235450-86-8, 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. 1235450-86-8, name is 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, molecular formula is C7H7BrN2O2, 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.

A mixture of xylenes (50 mL) solution of 5-bromo-2-ethyl-4-carboxylic acid (5.6g, 24.3mmol) was refluxed for 2 hours. After cooling, the mixture directly applied to a silica column, petroleum ether, then compound 0601-121 eluting with ethyl acetate (5%) in petroleum ether as a yellow liquid (1.7 g, 38%).

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

Reference:
Patent; CURIS INCORPORATED; CAI, XIONG; ZHAI, HAIXIAO; LAI, CHENG-JUNG; QIAN, CHANGGENG; (290 pag.)JP2015/187145; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-59-9, Adding some certain compound to certain chemical reactions, such as: 4595-59-9, name is 5-Bromopyrimidine,molecular formula is C4H3BrN2, 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 4595-59-9.

A suspension of 3-amino-6-cyclopropylpyridine-2-carboxylic acid ethyl ester (763 mg, 3.7 mmol), 5-bromopyrimidine (823 mg, 5.2 mmol), water (140 mul, 7.8 mmol) and potassium carbonate (920 mg, 6.7 mmol) in o-xylene (10 ml) was evacuated and vented with argon. Palladium(II) acetate (33 mg, 0.15 mmol,) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (xantphos; 107 mg, 0.18 mmol) were consecutively added under inert gas atmosphere and the reaction mixture was heated to 140 C. and stirred overnight. After cooling-down to ambient temperature, the reaction mixture was diluted with dichloromethane (15 ml) and filtrated. The filtrate was concentrated in vacuo and the product was purified by silica gel chromatography using a heptane /ethyl acetate gradient to yield the title compound (796 mg, 75.7%) as light yellow solid. MS: M=285.3 (M+H)+

According to the analysis of related databases, 4595-59-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bleicher, Konrad; Flohr, Alexander; Groebke Zbinden, Katrin; Gruber, Felix; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Sarmiento, Rosa Maria Rodriguez; US2011/306589; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 2,4,6-trichloropyrimidine (0.29 mL, 2.5 mmol) in THF (5 mL) wereadded palladium acetate (8 mg, 0.035 mmol), triphenylphosphine (18 mg, 0.065 mmol),benzeneboronic acid (0.20 g, 1.6 mmol) and aqueous sodium carbonate solution (1 M, 3.3 mL,3.3 mmol). The mixture was stirred at 60 oc for 6 h under nitrogen protection. After the reactionwas completed, the mixture was cooled to rt, and concentrated in vacuo. To the residue wasadded H20 (10 mL), and the mixture was extracted with ethyl acetate (10 mL x 3). Thecombined organic layers were washed with saturated brine (10 mL), dried over anhydroussodium sulfate, filtered and concentrated. The residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (0.225 g, 61 % ).MS (ESI, pos. ion) m/z: 225.0 [M+Ht;1H NMR (400 MHz, CDCh) 8 (ppm): 8.15-8.04 (m, 2H), 7.70 (s, 1H), 7.63-7.50 (m, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3764-01-0, 2,4,6-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); 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. 13036-50-5, name is 2-Chloro-4-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 13036-50-5

To a solution of compound 1-2 (1.00 g, 6.60 mmol, 1.00 eq) and 2-chloro-4-phenyl-pyrimidine (1.26 g, 6.60 mmol, 1.00 eq) in EtOH (20.00 mL) were added DIPEA(2.56g, 19.80 mmol, 3.46mL, 3.00 eq) and Na2CO3(2.10g, 19.80 mmol, 3.00 eq) at room temperature. The reaction mixture was heated to 40C and stirred for 12 h. Then the solvent was removed by rotary evaporation under reduced pressure, and the residue was diluted with water (20 mL) and then extracted with ethyl acetate. The organic phases were combined, washed with a saturated saline solution, dried over anhydrous sodium sulfate, filtered, and then concentrated. The resulting residue was separated by preparative chromatography (mobile phase: petroleum ether/ethyl acetate = 5/1) to afford compound 2-2. MS (ESI) m/z: 269.9 [M+1].

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, 13036-50-5, 2-Chloro-4-phenylpyrimidine.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; XIONG, Jian; XIE, Cheng; CHEN, Kevin X; XU, Xiongbin; ZHANG, Xuejin; GONG, Zhen; LI, Jian; CHEN, Shuhui; ZHANG, Aiming; JIANG, Zhulian; ZHANG, Xiquan; TIAN, Xin; EP3590944; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 111196-81-7, 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. 111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, 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.

General procedure: To a solution of 17a-f (7.78 mmol), 1-Boc-piperazine 13(7.78 mmol) in anhydrous ethanol (10 mL)was added triethylamine(15.56 mmol). The mixture was heated to reflux for 12 h. Aftercooling to the ambient temperature, ice-cold water (20 mL) wasadded. The precipitate was separated by filtration, washed withwater (10 mL) and dried to afford 18a-f. The compounds 18a-f wereused to the next step without further purification.

According to the analysis of related databases, 111196-81-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gong, Ningbo; Huan, Yi; Huang, Haihong; Jiang, Qian; Lei, Lei; Li, Gang; Li, Yan; Lu, Yang; Ma, Chen; Meng, Bingxu; Shen, Zhufang; Sheng, Li; Wang, Weiping; Yuan, Baokun; Zhou, Tian; European Journal of Medicinal Chemistry; vol. 188; (2020);,
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. 22536-66-9, name is 2-Chloropyrimidine-4-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloropyrimidine-4-carboxamide

A mixture of 2-[[2-am ino-6-(3-chloro-2-methyl-phenyl)pyrimidin-4-yl]am inojethanol (intermediate 19), 2-chloropyrimidine-4-carboxamide (1.5 equiv.) and 052003 (2.0 equiv.) in DMSO was heated in a sealed tube at 90 00 for 16 h. After coolingmethanol was added followed by filtration and purification by preparative LC to give the title compound. LCMS [M+H] 400. 1H NMR (400 MHz, METHANOL-d4) oe ppm 8.78 (d, J=5.i Hz, 1 H), 7.68 (d, J=5.i Hz, 1 H), 7.40 (dd, J=7.4, 1.7 Hz, 1 H), 7.16 – 7.24 (m, 2 H), 5.82 (br. s., 1 H), 4.67 (t, J=5.5 Hz, 2 H), 3.73 – 3.92 (m, 2 H), 2.31 (5, 3 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, 22536-66-9, 2-Chloropyrimidine-4-carboxamide.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; WALLNER, Olov; KOOLMEISTER, Tobias; VALLIN, Karl Sven Axel; HENRIKSSON, Carl Martin; JACQUES, Sylvain; HOMAN, Evert; HELLEDAY, Thomas; WO2015/187088; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4316-93-2, 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.4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, molecular weight is 193.9756, as common compound, the synthetic route is as follows.

A mixture of 4,6-dichloro-5-nitroprimidine (E-1) (20.0 g, 104 mmol) and stannous chloride dihydrate (117.7 g, 520 mmol) in EtOH (300 mL) is stirred at reflux for 2 h. The resulting mixture is allowed to cool to RT and then concentrated in vacuo. The residue is poured into ice water (300 mL) and neutralized with saturated NaHCO3 aqueous solution to adjust the pH value to 5-6. The resulting mixture is stirred at RT for 30 min and then extracted with ethyl acetate (3*200 mL). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the product, 4,6-dichloropyrimidine-5-amine (E-2).

The chemical industry reduces the impact on the environment during synthesis 4316-93-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Ren, Pingda; Liu, Yi; Li, Liansheng; Chan, Katrina; Wilson, Troy Edward; Castro, Alfredo C.; Evans, Catherine A.; Snyder, Daniel A.; US2012/122838; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 672-41-3, 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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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 cooled (0 C.) solution of 6-(trifluoromethyl)pyrimidin-4-amine (2.0 g, 12.3 mmol) in MeOH (100.0 mL) was added bromine (1.3 mL, 24.5 mmol) drop wise over a period of 10 minutes. The mixture was stirred at rt for 2 hours. The reaction was quenched with H2O and concentrated in vacuo to obtain crude HBr salt (3.57 g). The crude product was purified by reverse-phase HPLC using a XBridge C18 column (5 mum, 100*4.6 mm), mobile phase of 10-100% ACN in 20 mM NH4OH, to afford the title compound as tan solid (2.4 g, 80%). MS (ESI): mass calcd. for C5H3BrF3N3, 241.9; m/z found, 243.9 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 8.46 (s, 1H), 8.25 (s, 1H), 7.52 (s, 1H).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 74901-69-2 ,Some common heterocyclic compound, 74901-69-2, molecular formula is C6H4Cl2N2S, 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.

2.07 g (10.0 mmol) of 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (III), 2.0 g (10.0 mmol) of tert-butyl 3-aminopiperidin-1-carboxylate (IV), and 3.4 mL (19.3 mmol) of diisopropylethylamine are placed in 40 mL of tetrahydrofuran, then stirred for 40 hours at ambient temperature. Then the reaction mixture is suction filtered and the mother liquor is concentrated by evaporation. The residue is combined with water and extracted with dichloromethane. The organic phase is separated off using a phase separator and evaporated to dryness. The crude product is purified by chromatography through a Biotage silica gel cartridge 40M with petroleum ether/ethyl acetate 9:1. 1.77 g of product V (48%) is obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74901-69-2, its application will become more common.

Reference:
Patent; Boehringer Ingelheim International GmbH; US2007/259846; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia