Ethylamine → HCID 131736372, compound

Participants

Reaction Steps

Ethylamine (100 μl, 200 μmol, Eq: 3.11) was added to a mixture of 4-(3-(((2S,3S)-3-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-methyl-4-oxo-3,4-dihydrobenzo[b][1,4]oxazepin-5(2H)-yl)methyl)-1H-indazol-1-yl)-3-cyanobenzoic acid (42 mg, 64.3 μmol, Eq: 1.00), DIEA (37.0 mg, 50 μl, 286 μmol, Eq: 4.45) and PyBOP (43.5 mg, 83.7 μmol, Eq: 1.3). After 16 h the mixture was diluted with sat. NH4Cl and extracted with EtOAc. The combined extracts were washed with sat. NaHCO3, NH4Cl, and H2O, then dried over Na2SO4 and concentrated to give a residue that was purified by preparative TLC to afford tert-butyl (S)-1-((2S,3S)-5-((1-(2-cyano-4-(ethylcarbamoyl)phenyl)-1H-indazol-3-yl)methyl)-2-methyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (40 mg, 92%).

Provenance & Evidence