Tag: M.W:200-300

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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1211443-61-6

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

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, 1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 938443-20-0, name is 2,4,7-Trichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2Cl3N3, 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. Application In Synthesis of 2,4,7-Trichloropyrido[2,3-d]pyrimidine

To a solution of 2,4,7-trichloropyrido[2,3-d]pyrimidine (4.0 g, 17.06 mmol, 1.0 equiv) in DMA (10 mL) was added (3S)-3-methylmorpholine (4.31 g, 42.65 mmol, 2.5 equiv) and DIPEA (5.51 g, 42.65 mmol, 7.43 mL, 2.5 equiv). The reaction solution was heated to 70 C for 48 h. The reaction suspension was cooled to room temperature, poured into cold H2O (50 mL) to precipitate out a solid. The solid was filtered and the filter cake was rinsed with H2O, and dried under reduced pressure to give the crude product, which was purified by column chromatography on silica gel (0100% petroleum ether/EtOAc) to give (3S)-4-[7- chloro-2-[(3S)-3-methylmorpholin-4-yl]pyrido[2,3-d] pyrimidin-4-yl] 3-methyl-morpholine (3.5 g, 56.4% yield) as a yellow solid. LCMS (ESI) m/z: [M + H] calcd for C17H22ClN5O2: 364.15; found 364.2

With the rapid development of chemical substances, we look forward to future research findings about 938443-20-0.

Reference:
Patent; REVOLUTION MEDICINES, INC.; PITZEN, Jennifer; GLIEDT, Micah James Evans; BURNETT, G. Leslie; AGGEN, James Bradley; KISS, Gert; CREGG, James Joseph; SEMKO, Christopher Michael; WON, Walter; WANG, Gang; LEE, Julie Chu-Li; THOTTUMKARA, Arun P.; GILL, Adrian Liam; MELLEM, Kevin T.; (484 pag.)WO2019/212990; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 18740-39-1, 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. 18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Weigh 11-a (125 mg, 1 eq) and methyl p-aminobenzoate (67 mg, 1.2 eq). Butanol was added to dissolve, then p-toluenesulfonic acid (7 mg, 0.1 eq) was added, and the reaction was carried out at 170¡ã C. for 2 hours in the microwave. Cool and filter to obtain crude compound 12-a crude (168 mg, 99percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18740-39-1, 2,4-Dichlorothieno[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Xiansheng Pharmaceutical Co., Ltd.; Xin Minxing; Tang Feng; Wen Jun; Shen Han; Tu Chongxing; Zhao Xinge; (48 pag.)CN104177363; (2018); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 876343-10-1, Adding some certain compound to certain chemical reactions, such as: 876343-10-1, name is 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H3ClIN3, 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 876343-10-1.

A mixture of 4-chloro-6-iodo- 7/-/-pyrrolo[2,3-c]pyrimidine (400 mg, 1.43 mmol), phenylboronic acid (524 mg, 4.29 mmol), copper(ll) acetate (520 mg, 2.86 mmol) and 1 , 10-phenanthroline (516 mg, 2.86 mmol) in anhydrous dimethylformamide (16 mL) was stirred for 16 h. The reaction mixture was partitioned between saturated ammonium chloride (80 mL), water (80 mL) and ethyl acetate (80 mL). The separated aqueous phase was extracted with ethyl acetate (3 x 80 mL). The combined organic phase was washed with 1 : 1 brine/water (4 x 80 mL), dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by flash chromatography (0- 30% EtOAc in cyclohexane) to afford the title compound (207 mg, 41 %). LCMS (Method B): RT = 1.42 min, m/z = 356 [M+H]+.

According to the analysis of related databases, 876343-10-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMAC DISCOVERY LIMITED; O’DOWD, Colin; HARRISON, Tim; HEWITT, Peter; ROUNTREE, Shane; HUGUES, Miel; BURKAMP, Frank; JORDAN, Linda; HELM, Matthew; BROCCATELLI, Fabio; CRAWFORD, James John; GAZZARD, Lewis; WERTZ, Ingrid; LEE, Wendy; (304 pag.)WO2018/73602; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3029-64-9, Adding some certain compound to certain chemical reactions, such as: 3029-64-9, name is 2,4,6-Trichloro-5-cyanopyrimidine,molecular formula is C5Cl3N3, 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 3029-64-9.

b 4-Chloro-2,6-bis-cyclopropylamino-pyrimidine-5-carbonitrile To a solution of 500 mg (2.4 mmol) of 2,4,6-trichloro-5-cyano-pyrimidine in 30 ml of dioxane were added at room temperature 0.84 ml (4.8 mmol) of N-ethyl-diisopropylamine and 0.52 ml (7.2 mmol) of cyclopropylamine. The yellow reaction mixture was stirred at room temperature during 18 hours, then, for working-up, it was evaporated under reduced pressure. The residue obtained was then chromatographed on silica gel using a 3:1 mixture of dichloromethane and hexane as the eluent yielding 328 mg (1.3 mmol, 55percent of theory) of 4-chloro-2,6-bis-cyclopropylamino-pyrimidine-5-carbonitrile as a yellow solid; MS: [M+H]+=249.

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. 3029-64-9, 2,4,6-Trichloro-5-cyanopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Binggeli, Alfred; Maerki, Hans-Peter; Masquelin, Thierry; Mutel, Vincent; Wilhelm, Maurice; Wostl, Wolfgang; US2003/60466; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

935534-47-7 , The common heterocyclic compound, 935534-47-7, name is 5-Bromo-4-(trifluoromethyl)pyrimidin-2-amine, molecular formula is C5H3BrF3N3, 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.

[0252] To a dry 50O mL flask was added 5-bromo-4-(trifluoromethyl)-2- pyrimidylamine (10.1 g, 41.7 mmol), potassium acetate (12.3 g, 125.2 mmol), 4,4,5,5- tetramethyl-2-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-l,3,2-dioxaborolane (11.6 g, 45.9 mmol) and dioxane (15O mL). Argon was bubbled through the solution for 15 minutes, at which time l,l’-bis(diphenylphosphino)ferrocene palladium (H) chloride (1.7 g, 2.1 mmol) was added. The reaction was refluxed in a 115 0C oil bath for 6 hours under argon. After cooling to room temperature, the dioxane was removed in vacuo. EtOAc (500 mL) was added and the resulting slurry was sonicated and filtered. Additional EtOAc (500 mL) was used to wash the solid. The combined organic extracts were concentrated and the crude material was purified by SiO2 chromatography (30-40% EtOAc/hexanes) yielding 4.40 g of an off white solid. By 1H NMR the material was a 1:1 mixture of boronate ester and 2-amino-4-trifluoromethylpyrimidine byproduct. The material was used as is in subsequent Suzuki reactions. LCMS (m/z): 208 (MH+ of boronic acid, deriving from in situ product hydrolysis on LC). 1H NMR (CDCI3): delta 8.72 (s, IH), 5.50 (bs, 2H), 1.34 (s, 12H).

The synthetic route of 935534-47-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

85979-59-5, 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 85979-59-5, name is 2-Chloro-4-(4-fluoro-phenyl)-pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred mixture of appropriate alcohol (1.0 mmol) and Cs2CO3 (651 mg, 2.0 mmol) in dimethyl sulphoxide (5 ml) was added appropriate heteroaryl halide (1.2 mmol) and mixture was stirred for 12-16 h at 80 C. The reaction mixture was cooled to room temperature and diluted with water (20 ml). The mixture was extracted with ethyl acetate (2 x 50 ml) and the combined organic extracts were washed with water (2 x 50 ml) and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure and the residue thus obtained was purified by flash silica gel column chromatography using 30-40 % ethyl acetate and petroleum ether as eluent to yield the heteroaryl ethers.

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 85979-59-5, 2-Chloro-4-(4-fluoro-phenyl)-pyrimidine.

Reference:
Article; Das, Sanjib; Harde, Rajendra L.; Shelke, Dnyaneshwar E.; Khairatkar-Joshi, Neelima; Bajpai, Malini; Sapalya, Ratika S.; Surve, Harshada V.; Gudi, Girish S.; Pattem, Rambabu; Behera, Dayanidhi B.; Jadhav, Satyawan B.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2073 – 2078;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

55329-22-1, 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. 55329-22-1, name is 4-Chloro-6-methyl-2-(methylsulfonyl)pyrimidine, molecular formula is C6H7ClN2O2S, 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.

The above synthesis may be carried out as follows: To N-cyanoethylglycine, ethyl ester (15.9 g, 102 mmol) (a compound of formula (Y2)) dissolved in DMSO (70 mL) was added 4-chloro-6-methyl-2-methylsulfonylpyrimidine (18.8 g, 91 mmol) (a compound of formula (Y1)) and diisopropylethylamine (18 mL, 100 mmol). After stirring for 16 hours, the reaction temperature was raised to 70 C. and imidazole (26.5 g, 0.39 mol) was added. After stirring for 1 day, the reaction was cooled to ambient temperature and added to ice water. The solid that formed was suction filtered and collected on paper to give 9.9 g of 2-[(2-cyanoethyl)[2-(1H-imidazol-1-yl)-6-methyl-4-pyrimidinyl]amino]acetic acid, ethyl ester (a compound of formula (Yc1)).

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. 55329-22-1, 4-Chloro-6-methyl-2-(methylsulfonyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Berlex Laboratories, Inc.; Pharmacopeia, Inc.; US6432947; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

13479-88-4 ,Some common heterocyclic compound, 13479-88-4, molecular formula is C5HCl2N3S, 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 5-Chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine Procedure: To a stirred solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (200 mg, 0.97 mmol) and 3,4,5-trimethoxybenzenamine (230 mg, 1.25 mmol) in 7 mL of DMSO was added DIEA (188 mg, 1.45 mmol) in one portion at room temperature. Then the reaction mixture was stirred at room temperature for 16 hours. The reaction mixture was poured into 40 mL of water, and the solid obtained was filtered, washed with water (10 mL) to give a crude product. It was purified by silica gel chromatography (silica gel 200-300 mesh, eluting with ethyl acetate) to give 5-chloro-N-(3,4,5-trimethoxyphenyl)thiazolo[5,4-d]pyrimidin-7-amine (337 mg, 98.6%) as a yellow solid. LC-MS: 353.0 [M+H]+, 726.9 [2M+H]+, tR=1.56 min.

According to the analysis of related databases, 13479-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

908240-50-6, 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. 908240-50-6, name is 2,4-Dichloropyrido[3,4-d]pyrimidine, molecular formula is C7H3Cl2N3, 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 the mixture of 2,4-dichloropyrido[3,4-d]pyrimidine (420.00 mg, 2.10 mmol) and 4-(l-(tetrahydro-2H-pyran-2-yl)-lH-pyrazol-4-yl)aniline (408.70 mg, 1.68 mmol) in THF (10.00 mL) was added DIPEA (542.75 mg, 4.20 mmol, 733.45 uL). The mixture was stirred under N2 at 15 ¡ãC for 16 h. TLC (petroleum:EtOAc=0: l, Rf=0.40) showed one new main spot. The reaction mixture was diluted with water (30 mL) and the mixture was extracted with EtOAc (40 mLx3). The combined organic layers were washed dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by recrystallization (petroleum:EtOAc=10: l, 20 mL) to afford the title compound (620.00 mg, 72percent) as a yellow solid. 1H NMR (400 MHz, DMSO-i/6) delta 10.51 (s, 1H), 9.10 (s, 1H), 8.74 (d, J= 6.0 Hz, 1H), 8.45 (d, J= 5.6 Hz, 1H), 8.37 (s, 1H), 7.98 (s, 1H), 7.81 (d, J= 8.4 Hz, 2H), 7.71 (d, J = 8.8 Hz, 2H), 5.43-5.41 (m, 1H), 3.97-3.94 (m, 1H), 3.69-3.62 (m, 1H), 2.15-2.12 (m, 1H), 1.99- 1.94 (m, 2H), 1.72-1.65 (m, 1H), 1.57-1.56 (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. 908240-50-6, 2,4-Dichloropyrido[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KADMON CORPORATION, LLC; OLSZEWSKI, Kellen; KIM, Ji-In; POYUROVSKY, Masha; LIU, Kevin; BARSOTTI, Anthony; MORRIS, Koi; (344 pag.)WO2016/210330; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia