Tag: M.W:200-300

Synthetic Route of 7627-44-3 ,Some common heterocyclic compound, 7627-44-3, molecular formula is C5H3Cl2IN2, 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.

[0230] A mixture of 2,4-dichloro-5-(iodomethyl)pyrimidine (1.50 g, 5.19 mmol), 2,6- difluoro-3,5-dimethoxyaniline (1.08 g, 5.71 mmol) in N,N-diisopropylethylamine (4 mL) was stirred at 80 °C for 2 hours. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was purified on silica gel (eluting with 0- 40percent EtOAc in DCM) to give 1.70 g of the desired product. LCMS calculated for C13H12C12F2N302 [M+Hj m/z: 350.0; Found: 350.0.

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. 7627-44-3, 2,4-Dichloro-5-(iodomethyl)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 56734-10-2, 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. 56734-10-2, name is 2-(Methylthio)-4-phenylpyrimidine, molecular formula is C11H10N2S, 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 68 2-Methylsulfonyl-4-phenylpyrimidine A solution of 2.02 g. of 2-methylthio-4-phenylpyrimidine in 50 ml. of methylene chloride is cooled in an ice bath with 4.33 g. of m-chloroperbenzoic acid being added portionwise. After standing at room temperature overnight, the reaction mixture is washed with a saturated potassium carbonate solution, separated, and dried over anhydrous sodium sulfate. The solution is passed through a short pad of hydrous magnesium silicate absorbent and the eluent is refluxed on a steam bath with addition of hexane until crystallization is induced. On cooling the desired compound is removed by filtration, m.p. 135.5-137 C. Rec. Trav. Chim. 93, 375 (1974), m.p. 135-135.5 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 56734-10-2, 2-(Methylthio)-4-phenylpyrimidine.

Reference:
Patent; American Cyanamid Company; US4209621; (1980); A;,
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Pyrimidine – Wikipedia

Related Products of 633328-95-7, 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 633328-95-7, name is 5-Bromo-2-chloro-4-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

STEP A: (1R,5S)-3-(5-bromo-4-methylpyrimidin-2-yl)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid [0631] A 100 mL round-bottom flask was charged with 5-bromo-2-chloro-4- methylpyrimidine (3.09 g, 14.87 mmol), (li?,55)-3-azabicyclo[3.1.0]hexane-2-carboxylic acid (2.08 g, 16.36 mmol), and Et3N (6.22 mL, 44.6 mmol) in EtOH (70 mL) to give a yellow solution. The reaction mixture was stirred at 75C for 18 hours and then partitioned between IN HC1 (40 mL) and ethyl acetate (40 mL). The organic and aqueous layers were separated, and the aqueous layer was back-extracted with ethyl acetate (75 mL). The organic layers were combined, washed with brine (40 mL), dried over Na2S04, filtered, and concentrated to give the title compound as a tan solid which was used without further purification (2.85 g,

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 633328-95-7, 5-Bromo-2-chloro-4-methylpyrimidine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; TANG, Mingnam; WO2014/39831; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
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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. 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 7627-44-3

To a solution of 2,6-dimethylaniline (3.8 g, 31.4 mmol) and 2,4-dichloro-5- (iodomethyl)pyrimidine (7.0 g, 24.2 mmol) in acetone was added K2CO3 (5.0 g, 36.2 mmol), the mixture was stirred at 50 oC for 6 h. then removed acetone, extracted with ethyl acetate (150 mL × 3), washed with water (80 mL × 2), brine (80 mL× 2), dried with Na2SO4. Purified by silica gel (PE/DCM = 2/1, 1/1, DCM) to give N-((2,4- dichloropyrimidin-5-yl)methyl)-2,6-dimethylaniline as a light yellow solid (4.5 g), yield 66percent. LC/MS (ESI) m/z = 282 (M + H) +.

The synthetic route of 7627-44-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE BROAD INSTITUTE, INC.; DANA-FARBER CANCER INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; GRAY, Nathanael, S.; LIANG, Yanke; CHOI, Hwan, Geun; SUNDBERG, Thomas; SHAMJI, Alykhan; XAVIER, Ramnik; FISHER, David E.; (251 pag.)WO2018/9544; (2018); A1;,
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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. 1215787-31-7, name is 6-Bromo-4-chloropyrido[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 1215787-31-7

General procedure: To a solution of compound 4 (2.43 g, 0.01 mol) in 25 mL dioxane was added 1-(2,6-Dichloro-3-fluorophenyl)ethan-1-amine (3.12 g, 0.015 mol), and then the reaction mixture was stirred at room temperature overnight. After that, the mixture was poured into 150 mL H2O, and then the resulting precipitate was filtered, washed with 50% ethanol, and dried overnight under vacuum to give 5a as white solid (3.58 g, yield, 86%).

The synthetic route of 1215787-31-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hou, Ju; Wan, Shanhe; Wang, Guangfa; Zhang, Tingting; Li, Zhonghuang; Tian, Yuanxin; Yu, Yonghuan; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 118; (2016); p. 276 – 289;,
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Electric Literature of 1224944-77-7, 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 1224944-77-7 as follows.

A mixture of ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate (1.00 g, 4.43 mmol), 2-(2,5-difluorophenyl)pyrrolidine (Intermediate 2, 853 mg, 4.65 mmol) and KF (1.28 g, 22.1 mmol) in DMSO (14 mL) was stirred at 180 C. for 2 hours. After being cooled to room temperature, the reaction mixture was poured into water. The mixture was stirred for 30 min. A precipitated solid was collected by filtration and dried under vacuum to afford ethyl 5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate (1.51 g, 91%) as a yellow solid. 1H-NMR (CDCl3, Varian, 400 MHz): delta 1.30-1.49 (3H, m), 1.98-2.18 (3H, m), 2.43-2.58 (1H, m), 3.95-4.20 (2H, m), 4.25-4.48 (2H, m), 5.18-5.23 (1H, m), 5.82-5.94 (1H, m), 6.68-6.80 (1H, m), 6.86-6.98 (1H, m), 7.00-7.12 (1H, m), 8.08-8.22 (1H, m), 8.29 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224944-77-7, its application will become more common.

Reference:
Patent; HANDOK INC.; CMG Pharmaceutical Co., Ltd.; Kim, Moonsoo; Lee, Chaewoon; Lee, Gilnam; Yoon, Cheolhwan; Seo, Jeongbeob; Kim, Jay Hak; Lee, Minwoo; Jeong, Hankyul; Choi, Hyang; Jung, Myung Eun; Lee, Ki Nam; Kim, Hyun Jung; Kim, Hye Kyoung; Lee, Jae Il; Lee, MinWoo; Kim, Misoon; Choi, Soongyu; (124 pag.)US2016/168156; (2016); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 62458-96-2 , The common heterocyclic compound, 62458-96-2, name is 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one, molecular formula is C14H15N3O, 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.

Example 1362-[3-(7-Benzyl-4-oxo-5,6,7,8-tetrahydro-4H-pyrido[3,4-d]pyrimidin-3-yl)-phi dimethyl- 1, 2,3 ,4-tetrahydro-quinoline-6-carboxylic acidA mixture of 2-(3-bromo-phenyl)-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6-carboxylic acid (360 mg, 1.0 mmol), 7-benzyl-5,6,7,8-tetrahydro-3H-pyrido[3,4-d]pyrimidin-4-one (300 mg, 1.3 mmol), copper(I) iodide (80 mg, 0.4 mmol), N, N-dimethylglycine hydrochloride (117 mg, 0.8 mmol) and potassium carbonate (769 mg, 5.6 mmol) in dimethyl sulfoxide (5 mL) was stirred at 120C for 16 h. Then the reaction mixture cooled to room temperature. The reaction mixture was extracted with ethyl acetate (2 x 150 mL), washed with water (2 x 50 mL) and saturated aqueous ammonium chloride solution (2 x 50 mL), dried over anhydrous sodium sulfate and then concentrated in vacuo. Purification by Waters automated flash system (column: Xterra 30 mm x 100 mm, sample manager 2767, pump 2525, detector: ZQ mass and UV 2487, solvent system: acetonitrile and 0.1% ammonium hydroxide in water) afforded 2-[3-(7-benzyl-4-oxo-5,6,7,8-tetrahydro-4H- pyrido[3,4-d]pyrimidin-3-yl)-phenyl]-3,3-dimethyl-l,2,3,4-tetrahydro-quinoline-6- carboxylic acid (320 mg, 61%) as a white solid : LC/MS m/e calcd for C32H32N4O3 (M+H)+: 521.64, observed: 521.2.

The synthetic route of 62458-96-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Li; FENG, Lichun; HUANG, Mengwei; LIU, Yongfu; WU, Guolong; WU, Jim, Zhen; ZHOU, Mingwei; WO2011/128251; (2011); A1;,
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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. 62459-02-3, name is 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below., HPLC of Formula: C14H15N3O2

To a solution of 7-benzyl-6,8-dihydro-5H-pyrido[3,4-d]pyrimidine-2,4-diol (18.10 g, 70.35 mmol, 1.00 eq) in phosphoryl trichloride (165.00 g, 1.08 mol, 100 mL, 15.30 eq) was slowly added diisopropylethylamine (27.28 g, 211.05 mmol, 36.8 mL, 3.00 eq). The mixture was stirred at 110 C for 12 hours. The solvent was evaporated under reduced pressure and diluted with dichloromethane (150 mL), the suspension was slowly poured into ice-bath and adjusted to pH~7 with saturated sodium hydrogen carbonate solution (100 mL), the organic phase was separated and the aqueous was extracted with dichloromethane (150 mL x 3), the combined organic phase was dried over sodium sulfate, filtered and concentrated (phosphoryl trichloride was slowly poured into water under stirring and adjusted to pH~7 with saturated sodium hydrogen carbonate solution). The residue was purified by silica gel column chromatography (Petroleum ether/Ethyl acetate = 10/1 to 5/1). Compound 7 -benzyl-2, 4- dichloro-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (6.70 g, 22.78 mmol, 32% yield) was obtained as a pale red solid pyrimidine-2, 4-diol (18.10 g, 70.35 mmol, 62% yield) was obtained as a white solid. LC/MS (ESI) m/z 294.0 [M+l] +; 1H-NMR (400MHz, CDCL) d 7.36 – 7.28 (m, 5H), 3.74 (s, 2H), 3.67 (s, 2H), 2.85 (s, 4H).

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, 62459-02-3, 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; ARVINAS OPERATIONS, INC.; YALE UNIVERSITY; CREW, Andrew P.; HORNBERGER, Keith R.; WANG, Jing; DONG, Hanqing; BERLIN, Michael; CREWS, Craig M.; (1213 pag.)WO2019/195609; (2019); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 50270-27-4, 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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, 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 Compound 7A (2.1 14 g, 10 mmol) and sulfanilamide (1.722 g, 10 mmol) in dioxane (80 mL) was stirred in an oil bath at 40-50 0C for 10 minutes, and then at room temperature overnight. The mixture was evaporated in vacuo to give a solid, which was washed with methylene chloride and water; and then dried to give Compound 7B as yellow solid (3.Og, 78percent based on HCI salt). 1H NMR ((CD3)2SO) delta 1 1.1 (s, IH), 10.3 (s, IH), 9.85 (d, 2H), 9.80 (d, 2H), 7.35 (s, 2H); MS 346 (M-I-H+).A mixture of Compound 7B (173.6 mg, 0.5 mmol) and benzyl amine (109.2 uL, 1.0 mmol) in THF (5 mL) was stirred at room temperature overnight. The mixture was evaporated in vacuo and then was subjected to HPLC separation to give Compound 7C as HCl salt (13.1 mg, 5percent based on HCl salt). MS 418 (M+H+), 440 (M+Na+).7C *A mixture of Compound 7C (IO mg, 0.024 mmol) and hydrazine (20 uL) in methanol (1 mL) was refluxed for 30 minutes; and then evaporated to dryness. The residue was washed with water and dried to give Compound 2 as a pale yellow solid (4 mg, 42percent). 1H NMR ((CD3)2SO) delta 8.2 (s, IH), 7.8 (m, 4H), 7.6-7.3 (m, 8H), 4.7 (s, 2H); MS 396 (MH-H+).

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 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, 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. COA of Formula: C13H10ClN3

To a 250 mL three-necked flask was added 3- (2-chloropyrimidin-4-yl) -1-methylindole (2.430 g, 10 mmol)4-fluoro-2-methoxy-5-nitroaniline (2.418 g, 13 mmol)And p-toluenesulfonic acid monohydrate (2.850 g, 15 mmol)And 80 mL of 2-pentanol was added,Start stirring and heating,80 reflux 2.5h,After completion (CHCl3:MeOH = 8:1, Rf = 0.5 ) detection reaction, TLC Turn off heating,From a bottle of three bottles with a needle through the plastic plug and slowly into the amount of ethanol,As the temperature decreases,Precipitation of yellow solid,Ice bath to continue to precipitate solid,Filtration, ethanol washing,Dried to give 3.431 g of compound 3 as a yellow solid,Yield 87%.

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

Reference:
Patent; Beijing University of Technology; Yan Hong; Zhao Zhichang; Hu Shengquan; Feng Wenyan; Li Peng; Song Xiuqing; (9 pag.)CN106967050; (2017); A;,
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Pyrimidine – Wikipedia