반응 #671

ord-5c1e7b0afe1e4c2ea268d161da8ff7be

반응 방정식

CC(C)(C)OC(=O)n1ccc2cccc(Br)c21
CC(C)(C)OC(=O)n1ccc2
CC(C)(C)OC(=O)N1CCNCC1
CC(C)(C)OC(=O)N1CCNC
CC(C)(C)OC(=O)N1CCN(c2cccc3ccn(C(=O)OC(C)(C)C)c23)CC1
CC(C)(C)OC(=O)N1CCN(

용매

반응 조건

온도
95°CELSIUS

실험 절차

_Trial reaction_ Palladium (II) acetate (7.58 mg, 0.03 mmol) and 2-Dicyclohexylphosphino-2',6'-di-i-propoxy-1,1'-biphenyl (31.5 mg, 0.07 mmol) were suspended in 1,4-dioxane (1 mL) at ambient temperature. The mixture was degassed and purged with nitrogen and warmed to 50°C for 20 mins. In a separate vessel, were mixed tert-butyl piperazine-1-carboxylate (62.9 mg, 0.34 mmol), tert-butyl 7-bromo-1H-indole-1-carboxylate (100 mg, 0.34 mmol) and cesium carbonate (165 mg, 0.51 mmol) in 1,4-dioxane (2 mL). The mixture was degassed and purged with nitrogen several times. The catalyst solution was added and the resulting mixture was heated at 95°C overnight under a nitrogen atmosphere. No reaction observed by LCMS. Main component of the mixture was unreacted BOC- protected indole. No loss of BOC, but still no reaction.

출처

750 AstraZeneca ELN dataset