Adding a certain compound to certain chemical reactions, such as: 22536-66-9, 2-Chloropyrimidine-4-carboxamide, 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, 22536-66-9, blongs to pyrimidines compound. name: 2-Chloropyrimidine-4-carboxamide
General procedure: To a suspension of (S)-(5 -(5 -fluoropyridin-3 -yl)-4,5 -dihydro- 1H-pyrazol- 1 -yl)(pipendin-4- yl)methanone, 1R-(-)-camphor-10-sulphonic acid salt (500 mg, 0.983 mmol) in MeCN (10 mL) was added 6-chloropynmindine-4-carboxaminde (155 mg, 0.98 mmol) and DIPEA (0.429 mL, 2.46 mmol). The reaction was sealed and stirred at 120 C for 2 h. The reaction minxturewas evaporated in vacuo. The residue was purified by normal phase column chromatography (DCminMeOH 100/0 to 95/5). The appropriate fractions were combined, concentrated in vacuo, and recrystallized from MeCN to afford (S)-6-(4-(5-(5-fluoropyndin-3-yl)-4,5- dihydro- 1H-pyrazole- 1 -carbonyl)pipendin- 1 -yl)pynmindine-4-carboxaminde (200 mg, 0.503 mmol, purity: 100 %, recovery: 51 %) as a white powder. LCMS (m/z) 398 (M+H),retention time: 1.52 min LC/MS Method 1. ?H NMR (400 MHz, DMSO-d6) delta ppm 8.54 (s,1H), 8.47 (d, J=2.6 Hz, 1H), 8.29 (s, 1H), 8.05 (s, 1H), 7.74 (s, 1H), 7.48 (dd, J=9.8, 1.8 Hz,1H), 7.30 (s, 2H), 5.41 (dd, J=12.2, 5.2 Hz, 1H), 4.45 (m, 2H), 3.53 (ddd, J 19.0, 12.1, 1.1Hz, 1H), 3.41 (m, 1H), 3.09 (m, 2H), 2.84 (dd, J19.0, 5.2, 1.5 Hz, 1H), 1.91 (d, J12.0 Hz,1H), 1.82 (d, J=12.2 Hz, 1H), 1.47 (sextuplet of d, J12.5, 3.6 Hz, 2H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-66-9, its application will become more common.
Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DAUGAN, Alain Claude-Marie; DONCHE, Frederic G.; FAUCHER, Nicolas Eric; GEORGE, Nicolas S.; (243 pag.)WO2018/92089; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia