Hydride → 6-Hydroxymethyl-4-phenyl-quinoline-3-carbonitrile
Reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([C:16]#[N:17])=[C:9]2[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=O)C.[H-]>>[OH:3][CH2:4][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][C:10]([C:16]#[N:17])=[C:9]2[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1Participants
3
Procedure
Similar procedure as described in example 61h was used, starting from 3-cyano-4-phenyl-quinoline-6-carboxylic acid ethyl ester (example 62a), and diisobutylaminum hydride to give 6-hydroxymethyl-4-phenyl-quinoline-3-carbonitrile. LC-MS m/e 261 (MH+).
Sources & evidence
- ORD record
- ord-01d34b7d3d0d4eb084f36e44b4c1959d
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07250515B2
Reaction notes
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