Day: March 3, 2022

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. 19858-50-5, name is (2-(Methylthio)pyrimidin-5-yl)methanol, molecular formula is C6H8N2OS, 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. Quality Control of (2-(Methylthio)pyrimidin-5-yl)methanol

To the solution of (2-(methylthio)pyrimidin-5-yl)methanol (0.88 g, 5.6 mmol) in DCM (20 ml) at 0°C was added triphenylphosphine (2.1 g, 7.9 mmol) and carbon tetrabromide(2.6 g, 7.9 mmol). The resulting solution was stirred at 0°C for 1 hour. The reaction mixture was purified on silica gel column using EtOAc/hexane as eluting solvents to give 5- (bromomethyl)-2-(methylthio)pyrimidine. LC/MS: (M+ 1 ): 218.90; 220.90.

With the rapid development of chemical substances, we look forward to future research findings about 19858-50-5.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; YANG, Shu-Wei; MANDAL, Mihir; SU, Jing; LI, Guoqing; PAN, Weidong; TANG, Haiqun; DEJESUS, Reynalda; PAN, Jianping; HAGMANN, William; DING, Fa-Xiang; XIAO, Li; PASTERNAK, Alexander; HUANG, Yuhua; DONG, Shuzhi; YANG, Dexi; WO2015/171474; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 74840-34-9, 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid, 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, 74840-34-9, blongs to pyrimidines compound. Computed Properties of C6H5ClN2O2S

A solution of 4-chloro-2-methylthio-5-pyrimidinecarboxylate (900 mg, 3.87 mmol) (Aldrich) and triethylamine (1.1 ML, 870 mg, 7.74 mmol) (Aldrich) in dioxane (50 ML) was treated with (+-)-trans-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentylamine (840 mg, 3.87 mmol) (from Example 9c supra).The mixture was stirred at reflux for 1 hour, then cooled and partitioned between brine and ethyl acetate.The organic layer was collected, dried over sodium sulfate, filtered and concentrated to a residue that was purified by silica gel column chromatography using a 0-20percent ethyl acetate in hexanes gradient.The product isolated from this purification was then dissolved in anhydrous tetrahydrofuran (80 ML) and the resulting solution was cooled to 0° C. Followed addition in-portions of lithium aluminum hydride (440 mg, 11.61 mmol) (Aldrich) and the resulting mixture was allowed to warm to room temperature.After overnight stirring the reaction mixture was poured slowly into a vigorously stirred mixture of ethyl acetate and saturated aqueous potassium sodium tartrate solution.The organic layer was collected, dried over sodium sulfate, filtered and concentrated to an off white solid.This intermediate was then dissolved in dichloromethane (80 ML) and the resulting solution was treated with manganese dioxide (3.36 g, 38.70 mmol) (Aldrich).After overnight stirring the solids were filtered off, washed with tetrahydrofuran (approximately 30 ML) and the combined organic layer was concentrated to a residue that upon a silica gel column purification with 0-50percent diethyl ether in hexanes gradient gave (+-)-4-[trans-3-(tert-butyl-dimethyl-silanyloxy)-cyclopentylamino]-2-methylsulfanyl-pyrimidine-5-carbaldehyde as a viscous colorless oil. (Yield 888 mg, 62percent). HRMS m/z calcd for C17H29N3O2SSi [M+H]+: 368.1823. Found:368.1826.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,74840-34-9, its application will become more common.

Reference:
Patent; Chen, Yi; Dermatakis, Apostolos; Liu, Jin-Jun; Luk, Kin-Chun; Michoud, Christophe; Rossman, Pamela Loreen; US2004/204427; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 923282-39-7 ,Some common heterocyclic compound, 923282-39-7, molecular formula is C6H5ClN4, 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.

To a solution of 2-[3-methoxy-4-[[2-(trifluoromethyl)-4-pyridyl]oxy]phenyl]ethanamine (0.39 g, 1.2 mmol) in acetonitrile (30 mL) was added triethylamine (1.5 g, 4.8 mmol). The solution was stirred for 5 min at room temperature at which time 7-chloro-1-methyl-pyrazolo[4,3-d]pyrimidine (0.25 g, 1.2 mmol) was added. The reaction mixture was stirred at room temperature overnight. Water was added and was extracted with ethyl acetate (3*). The combined organic layers were washed with water, dried over Na2SO4 and concentrated in vacuo. The residue was purified by HPLC to provide 85 mg (0.19 mmol, 17%) of the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,923282-39-7, its application will become more common.

Reference:
Patent; BASF SE; Grammenos, Wassilios; Craig, Ian Robert; Boudet, Nadege; Mueller, Bernd; Dietz, Jochen; Lauterwasser, Erica May Wilson; Lohmann, Jan Klaas; Montag, Jurith; US2014/371065; (2014); A1;,
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. 93587-23-6, name is 7-Bromo-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one, molecular formula is C6H4BrN3O, 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. Safety of 7-Bromo-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one

Intermediate 98 (1.30 g, 6.07 mmol) was suspended in POCl3 (60 mL) and heated at 115 C. for 3 h. The reaction mixture was cooled to r.t. and poured cautiously onto ice (300 mL). The reaction mixture was basified with K2CO3 and extracted with EtOAc (3*200 mL). The combined organic fractions were dried (MgSO4) and concentrated in vacuo to give the title compound as a beige solid (490 mg, 35%). LCMS (ES+): 231.9, 233.9, 235.9 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 93587-23-6.

Reference:
Patent; PROXIMAGEN LIMITED; Evans, David; Carley, Allison; Stewart, Alison; Higginbottom, Michael; Savory, Edward; Simpson, Iain; Nilsson, Marianne; Haraldsson, Martin; Nordling, Erik; Koolmeister, Tobias; US2013/102587; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 29133-99-1, 4,6-Dichloro-2,5-diphenylpyrimidine, 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, Product Details of 29133-99-1, blongs to pyrimidines compound. Product Details of 29133-99-1

Under N2, to the solution of cinchonidine (294.4 mg, 1.0 mmol) and 4,6-dichloro-2,5-diphenylpyrimidine (301.3 mg, 1.0 mmol) in PhMe (20 mL) was added powdered KOH (840.0 mg, 15 mmol) portionwise. The suspension was heated to 90 C. for 10 mins and then refluxed for another 50 mins. Then the resulting mixture was cooled down to room temperature and diluted with water (10 mL). The organic layer was separated. Next the aqueous layer was extracted with CH2Cl2 (10 mL×3). The combined organic extracts were washed with brine (20 mL), dried over Na2SO4 and concentrated under vacuum. The yellow residue was applied to column (CH2Cl2/MeOH=100/1 to 10/1) to afford CD-S1 as a white solid (462.5 mg, 83% yield). [alpha]D20=+164.8 (c=0.46, CHCl3). 1H NMR (400 MHz, CDCl3) delta 8.84 (d, J=4.5 Hz, 1H), 8.28 (d, J=8.4 Hz, 1H), 8.17 (d, J=8.3 Hz, 1H), 7.90 (d, J=7.4 Hz, 2H), 7.79 (t, J=7.6 Hz, 1H), 7.68 (t, J=7.6 Hz, 1H), 7.57 (t, J=7.2 Hz, 2H), 7.53-7.44 (m, 3H), 7.35-7.28 (m, 2H), 7.18 (t, J=7.7 Hz, 2H), 7.03 (d, J=3.5 Hz, 1H), 5.72-5.58 (m, 1H), 4.88 (t, J=13.4 Hz, 2H), 3.20-3.12 (m, 1H), 3.12-2.97 (m, 2H), 2.67-2.51 (m, 2H), 2.18 (s, 1H), 1.65 (d, J=2.6 Hz, 1H), 1.54 (dd, J=16.4, 9.5 Hz, 2H), 1.23 (dd, J=15.1, 8.2 Hz, 1H), 1.10-0.94 (m, 1H). 13C NMR (100 MHz, CDCl3) delta 166.4, 162.7, 150.1, 148.6, 145.8, 141.8, 135.6, 132.1, 131.3, 130.8, 130.1, 129.5, 128.7, 128.7, 128.4, 128.3, 127.1, 125.6, 123.2, 118.9, 117.6, 114.5, 78.2, 59.9, 57.4, 43.4, 39.9, 27.8, 27.2, 22.3; IR (CHCl3) v 2942, 2868, 1568, 1516, 1406, 1288, 1216, 1069, 1019, 993, 844, 756, 699 cm-1. HRMS (ESI/[M+H]+) Calcd. for C35H32N4OCl m/z 559.2265, found m/z 559.2263.

The synthetic route of 29133-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRANDEIS UNIVERSITY; WU, YONGWEI; DENG, LI; (65 pag.)US2020/48243; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia