Hydrogen Bromide → N-((5-Fluoropyridin-3-yl)methyl)-6-hydroxy-2-isopropyl-1-(pyridin-3-ylmethyl)-1H-indole-3-carboxamide
Reaction equation
[CH:1]([C:4]1[NH:5][C:6]2[C:11]([C:12]=1[CH:13]=[O:14])=[CH:10][CH:9]=[C:8]([O:15]C)[CH:7]=2)([CH3:3])[CH3:2].Br[CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1.Br.[F:26][C:27]1[CH:28]=[C:29]([CH2:33][NH2:34])[CH:30]=[N:31][CH:32]=1>>[F:26][C:27]1[CH:28]=[C:29]([CH2:33][NH:34][C:13]([C:12]2[C:11]3[C:6](=[CH:7][C:8]([OH:15])=[CH:9][CH:10]=3)[N:5]([CH2:18][C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)[C:4]=2[CH:1]([CH3:2])[CH3:3])=[O:14])[CH:30]=[N:31][CH:32]=1Participants
5
Reactant 4
Product 1
Procedure
The title compound was prepared from 2-isopropyl-6-methoxy-1H-indole-3-carbaldehyde (Compound 137), 3-(bromomethyl)pyridine.HBr, and (5-fluoropyridin-3-yl)methanamine (Compound 145) by, in order, General Procedure J, General Procedure K, General Procedure C, and General Procedure L.
Sources & evidence
- ORD record
- ord-164e0292d7c940bb90896a1cf1027007
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08524917B2
Reaction notes
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