Category: 1013916-37-4

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. 1013916-37-4, name is 2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one, molecular formula is C13H14ClN3O, 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: C13H14ClN3O

Add to dry and clean 2000ml reaction bottle8-cyclopentyl-5-methyl-2-chloro-8H-pyrido[2,3-d]pyrimidinePyridin-7-one (Formula 7) 60g, dissolved in 600g of dichloromethane,Add 90 g of sodium acetate and add 6.0 g of acetic acid.Add 100.0 g of bromine at 0-20 ,After the addition is completed,Stirring reaction for 5 hours,After TLC monitors the reaction of the raw materials,An aqueous solution of 15% sodium hydrogen sulfite in an amount of 800 g was added dropwise.Until the reddish brown bromine was completely destroyed,Stir, dispense,The organic layer is washed twice with water.Wash once again with saturated brine.Distilled under reduced pressure until no flow,Beating with ethanol-water (300g 300g) for 2h,Filtering,The target compound was obtained 65.7g,The yield is 84.28%.The purity of 99.5% of the compound of formula 9 is 0.07%.The compound of formula 10 is present in an amount of 0.01%.

With the rapid development of chemical substances, we look forward to future research findings about 1013916-37-4.

Reference:
Patent; Guang’an Kaite Pharmaceutical Co., Ltd.; Zhang Yaochun; Zhou Fuwei; Liu Xinjun; Zuo Xiaoyong; Zhou Xudong; (11 pag.)CN109320511; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1013916-37-4, 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. 1013916-37-4, name is 2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one, molecular formula is C13H14ClN3O, 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.

2-Chloro-8-cyclopentyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (105) (20 g, 76 mmol, 1.0 eq) was dissolved in 250 mL of trifluoroacetic acid and 10 mL of trifluoroacetic anhydride. Under nitrogen protection, N-iodosuccinimide (68.5 g, 304 mmol, 4.0 eq) was added and the mixture was heated to 80 C. After 1 hour, the reaction solution was concentrated in vacuo and sodium bisulfite solution was added to remove the remaining N-iodosuccinimide, extracted with dichloromethane and washed with saturated brine twice. The organic phase was dried over anhydrous sodium sulfate and concentrated in vacuo to obtain compound 2-chloro-8-cyclopentyl-6-iodo-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one as a white solid (29 g, yield: 98.5%). LCMS(ESI): m/z 390[M+1]+.

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 1013916-37-4, 2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one.

Reference:
Patent; GUANGZHOU BEBETTER MEDICINE TECHNOLOGY CO., LTD.; CAI, Xiong; QIAN, Changgeng; LI, Junqi; QING, Yuanhui; WANG, Yanyan; XUE, Weicai; YOU, Huajin; (23 pag.)US2018/297995; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1013916-37-4, 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 1013916-37-4, name is 2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one. This compound has unique chemical properties. The synthetic route is as follows.

To a glass lined vessel was added 2-chloro-8-cyclopentyl-5-methyl-8/-/-pyrido[2,3-c]pyrimidin-7- one (9.35 g, 1.0 equiv.) along with acetonitrile (65 mL, 7.0 vol). N-Bromosuccinimide (9.67 g, 1.5 equiv.) and oxalic acid (0.65 g, 0.2 equiv.) were added. The reaction mixture was heated to 60¡À5 C. The reaction was stirred at 60C until starting material was consumed (at least 6 hours). The slurry was cooled to 20C and H20 (9 mL, 1 vol) was added. To the slurry was added a solution of sodium bisulfite (3.88 g, 1.0 equiv) in H20 (38 mL, 4 vol). The slurry was granulated for 1 hour, then filtered directly onto a 2 Whatman paper filter. The reaction vessel was washed with water (19 mL, 2 vol) followed by a 7:3 mix of methanol/acetonitrile (28 mL, 3 vol), and the washes were transferred onto the filter cake. The product was dried in the vacuum oven at 50-55C. 6-Bromo-2-chloro-8-cyclopentyl-5-methyl-8/-/-pyrido[2,3-c]pyrimidin-7-one (10.52 g; 87%) was isolated as a pale yellow solid.The product was further purified by recrystallization from toluene and n-heptanes. Toluene (60 mL, 6 vol) and 6-bromo-2-chloro-8-cyclopentyl-5-methyl-8/-/-pyrido[2,3-c]pyrimidin- 7-one (10.00 g, 1 equiv) were added to a reaction vessel and heated to 80C. The warm reaction mixture was filtered through an appropriate cartridge to ensure the removal of insoluble Pd and other insoluble contaminants. The filter cartridge was washed with 80C toluene (5 mL, 0.5 vol). The slurry was cooled to 25C at 1 C/min. n-Heptane (70 mL, 7 vol) was added to the reaction slurry at 1 mL/min. The slurry was further cooled to 0C at 1 C/min. The slurry was granulated at 0C for at least 1 hour.The slurry was filtered directly onto a 2 Whatman paper filter. n-Heptane (30 mL, 3 vol) was charged to the reaction vessel and the wash was transferred onto the filter cake and the product was dried in the vacuum oven at 50-55C. 6-Bromo-2-chloro-8-cyclopentyl-5-methyl-8/-/- pyrido[2,3-c]pyrimidin-7-one (8.73 g, 87%) was isolated as a cream colored solid.1H NMR (500 MHz, DMSO-de): delta 9.20 (s, 1 H), 5.82 (m, 1 H), 2.65 (s, 3H), 2.11 (m, 2H), 2.04 (m, 2H), 1.86 (m, 2H), 1.64 (m, 2H);13C NMR (125 MHz, DMSO-cfe): delta 158.2, 158.2, 157.6, 154.1 , 144.0, 120.9, 113.0, 54.4, 28.3, 25.7, 18.3; HRMS: Calcd for dsHuNsOi BnCli (M+H)+: 342.00033, Found: 342.00037.

According to the analysis of related databases, 1013916-37-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; CHEKAL, Brian Patrick; IDE, Nathan D.; WO2014/128588; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia