tert-Butyl bromoacetate → {6-Chloro-3-[4-(2-methoxy-phenyl)-piperidine-1-carbonyl]-indol-1-yl}-acetic acid tert-butyl ester
Reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([N:13]3[CH2:18][CH2:17][CH:16]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=4[O:25][CH3:26])[CH2:15][CH2:14]3)=[O:12])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[C:27]([O:31][C:32](=[O:35])[CH2:33]Br)([CH3:30])([CH3:29])[CH3:28]>>[C:27]([O:31][C:32](=[O:35])[CH2:33][N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([Cl:1])[CH:10]=2)[C:6]([C:11]([N:13]2[CH2:18][CH2:17][CH:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[O:25][CH3:26])[CH2:15][CH2:14]2)=[O:12])=[CH:7]1)([CH3:30])([CH3:29])[CH3:28]Participants
3
Procedure
Following general procedure II, the alkylation of (6-chloro-1H-indol-3-yl)-[4-(2-methoxy-phenyl)-piperidin-1-yl]-methanone (preparation described herein), with (commercially available) bromo-acetic acid tert-butyl ester gave the title compound.
Sources & evidence
- ORD record
- ord-681749396c1e4d4fa9605c0d6bdba5b4
- Source dataset
- uspto-grants-2010_08
- Patent number
- US07781436B2
Reaction notes
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