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 16042-25-4 as follows. 16042-25-4
A mixture of 5-methyl-2- (2-pyridyl)-5 ,6,7 ,8-tetrahydropyrido [4,3 d]pyrimidinetrifluoroacetic acid salt (100 mg, 442 imol, the product of step 2 in Example 34), 1H-imidazole-2-carboxylic acid (74.3 mg, 663 j.imol), HATU (336 mg, 884 imol) and DIPEA (171 mg, 1.33 mmol) in DMF (5 mL) was stirred at rt overnight. The resulting mixture was poured into water and extracted with DCM (30 ml) twice. The combined organic layer was dried over anhydrous Na2504 and concentrated in vacuo and the residue was purified by prep-HPLC to give 1H- imidazol-2-yl-[5-methyl-2-(2-pyridyl)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-6-yl]methanone(76 mg) as off-white solid. ?H NMR (400 MHz, Methanol-d4) oe: 8.59-8.8 1 (m, 2H), 8.36-8.48(m, 1H), 7.84-7.97 (m, 1H), 7.36-7.49 (m, 1H), 6.99-7.28 (m, 2H), 6.78-6.94 (m, 0.3H), 5.50-5.88 (m, 1.2H), 4.80-5.01 (m, 0.5H), 3.23-3.69 (m, 1.5H), 3.03 (br d, 1.5H), 1.45-1.77 (m, 3H).MS obsd. (ESI)[(M+H)]: 321.
According to the analysis of related databases, 16042-25-4, the application of this compound in the production field has become more and more popular.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Jianhua; WANG, Min; YANG, Song; (84 pag.)WO2018/83106; (2018); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem