HCID 59596671, compound → Methyl (2S)-5-(4-{[(2-fluorophenyl)methyl]amino}phenyl)-3,4-dihydro-2H-pyrrole-2-carboxylate
Reaction equation
[NH2:1][C@@H:2]([CH2:7][C:8]#[C:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[F:24])=[CH:12][CH:11]=1)[C:3]([O:5][CH3:6])=[O:4]>[O-]S(C(F)(F)F)(=O)=O.[Ag+]>[F:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][NH:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]2[CH2:8][CH2:7][C@@H:2]([C:3]([O:5][CH3:6])=[O:4])[N:1]=2)=[CH:11][CH:12]=1Participants
3
Procedure
A solution of methyl (2S)-2-amino-5-(4-{[(2-fluorophenyl)methyl]amino}phenyl)-4-pentynoate (D66, 132 mg) and silver triflate (11 mg, 0.045 mmol) was stirred at room temperature 6.5 h. Then silica gel was added and the solvent evaporated. The residue was purified using flash chromatography eluting with a cyclohexanes:ethyl acetate gradient (12%-100%) to afford the title compound (39 mg, 26%). MS: (ES/+) m/z: 327 [MH]+, C19H19FN2O2 requires 326.