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