반응 #790

ord-7d21d2aa9b9646bf85b8f593faa79359

반응 방정식

N#Cc1cnn2c(NC3COC3)cc(Cl)nc12
N#Cc1cnn2c(NC3COC3)c
CC(=O)Nc1cc(N)c(F)cc1C1CC1
CC(=O)Nc1cc(N)c(F)cc
CC(=O)Nc1cc(Nc2cc(NC3COC3)n3ncc(C#N)c3n2)c(F)cc1C1CC1
CC(=O)Nc1cc(Nc2cc(NC
수율 23.9%

용매

반응 조건

온도
140°CELSIUS

실험 절차

dioxane (4 mL) was adde to the mixture of N-(5-amino-2-cyclopropyl-4-fluorophenyl)acetamide (100 mg, 0.48 mmol), 5-chloro-7-(oxetan-3-ylamino)pyrazolo[1,5-a]pyrimidine-3-carbonitrile (132 mg, 0.53 mmol),cesium carbonate (469 mg, 1.44 mmol), Pd2(dba)3 (44.0 mg, 0.05 mmol), di-tert-butyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine (40.8 mg, 0.10 mmol) in 5 ml microwave vial. N2 flow was bubbled through for 3 mins. Then the reaction solution was sealed with cap, degassed and refilled with argon 3 times. The resulting solution was heated at 140°C for 40 mins in microwave. LC/MS showed desired product as major peak. After the crude solution was concentrated, the crude residue was purified by chromatography (100% EtOAc to 3% MeOH in EtOAc). N-(5-(3-cyano-7-(oxetan-3-ylamino)pyrazolo[1,5-a]pyrimidin-5-ylamino)-2-cyclopropyl-4-fluorophenyl)acetamide (48.4 mg, 23.91 %) was obtained.

출처

750 AstraZeneca ELN dataset