Lithium Hydroxide → 3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid
Reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[C:8]2[N:14]=[C:13]([NH:15][C:16]3[S:17][C:18]4[CH:24]=[C:23]([O:25][C:26]([F:29])([F:28])[F:27])[CH:22]=[CH:21][C:19]=4[N:20]=3)[N:12]([CH3:30])[C:9]2=[N:10][CH:11]=1)=[O:5])C.[OH-].[Li+]>>[CH3:30][N:12]1[C:9]2=[N:10][CH:11]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[C:8]2[N:14]=[C:13]1[NH:15][C:16]1[S:17][C:18]2[CH:24]=[C:23]([O:25][C:26]([F:29])([F:27])[F:28])[CH:22]=[CH:21][C:19]=2[N:20]=1Participants
3
Procedure
3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid (58 mg, 62%) was prepared by following General Procedure E starting from 3-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester (100 mg) and lithium hydroxide (38 mg). LC/MS: m/z 409.7. 1H NMR (DMSO-d6, 400 MHz): δ 13.00 (s, 1H), 8.16 (s, 1H), 7.95 (d, 1H), 7.86 (dd, 1H), 7.65 (d, 1H), 7.52 (d, 1H), 7.37 (d, 1H), 3.68 (s, 3H).
Sources & evidence
- ORD record
- ord-8b1c95f57ca64a62bddebdac41f56927
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08759535B2
Reaction notes
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