Methyl 4-bromobutyrate → [4-Cyano-6-(4-ethoxy-3-trifluoromethyl-phenyl)-imidazo[4,5-c]pyridin-1-yl]-butyric acid
Reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:15]=[C:14]([C:16]#[N:17])[C:13]3[N:18]=[CH:19][NH:20][C:12]=3[CH:11]=2)=[CH:6][C:5]=1[C:21]([F:24])([F:23])[F:22])[CH3:2].Br[CH2:26][CH2:27][CH2:28][C:29]([O:31]C)=[O:30]>>[C:16]([C:14]1[C:13]2[N:18]=[CH:19][N:20]([CH:28]([CH2:27][CH3:26])[C:29]([OH:31])=[O:30])[C:12]=2[CH:11]=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([O:3][CH2:1][CH3:2])=[C:5]([C:21]([F:23])([F:24])[F:22])[CH:6]=2)[N:15]=1)#[N:17]Participants
3
Procedure
This compound was from 6-(4-ethoxy-3-trifluoromethyl-phenyl)-1H-imidazo-[4,5-c]pyridine-4-carbonitrile (Example 1) with the use of methyl 4-bromobutyrate instead of methyl bromoacetate and using the methods described in examples 2 and 3. 1H NMR (DMSO): δ 8.69 (m, 2H) 8.43-8.38 (m, 2H) 7.42 (d, 1H) 4.44 (t, 2H) 4.27 (q, 2H) 2.29 (t, 2H) 2.11 (m, 2H) 1.38 (t, 3H). MS m/z 419.5 (M+1).
Sources & evidence
- ORD record
- ord-ecc35003c499493d8dc47d05f829df9c
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07687515B2
Reaction notes
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