반응 #832

ord-a242bdcea6fd4820b97f40b83c063cc9

반응 방정식

N#Cc1cnn2c(NC3COC3)cc(Cl)nc12
N#Cc1cnn2c(NC3COC3)c
CC(=O)Nc1cc(N)ccc1C1CC1
CC(=O)Nc1cc(N)ccc1C1
CC(=O)Nc1cc(Nc2cc(NC3COC3)n3ncc(C#N)c3n2)ccc1C1CC1
CC(=O)Nc1cc(Nc2cc(NC
수율 7.0%

반응 조건

온도
150°CELSIUS

실험 절차

A 10 mL microwave reactor vial was charged with 5-chloro-7-(oxetan-3-ylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (80 mg, 0.32 mmol), N-(5-amino-2-cyclopropylphenyl)acetamide (67.1 mg, 0.35 mmol), Cs2CO3 (313 mg, 0.96 mmol), Pd2(dba)3 (14.67 mg, 0.02 mmol) and 2-Di-t- butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl (13.61 mg, 0.03 mmol). The suspended in DMA (.5 mL), added via syringe. The resulting brown suspension was stirred under nitrogen, then microwave vial capped and heated at 150 °C under microwave irradiation for 20 min. LCMS indicated formation of product. The cooled reaction mixture was put through vacuum filtration and concentrated in rotovap. The crude material was purified by ISCO using MeOH and EtOAc (1:10). The solid was suspended in water, stirred for 12 h at rt, repurified with EtOAc, collected and dried to afford a light brown powder (9 mg, 6%) at 93% purity. LCMS, HPLC, and HNMR consistent with desired product- see attached.

출처

750 AstraZeneca ELN dataset