(4-(1H-1,2,3,4-tetrazol-5-yl)phenyl)methanamine hydrochloride → 5-Fluoro-2-(4-fluorobenzyl)-N-[4-(2H-tetrazol-5-YL)benzyl]nicotinamide
Reaction equation
[F:1][C:2]1[CH:3]=[N:4][C:5]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.Cl.[N:20]1[NH:21][N:22]=[N:23][C:24]=1[C:25]1[CH:30]=[CH:29][C:28]([CH2:31][NH2:32])=[CH:27][CH:26]=1>>[F:1][C:2]1[CH:3]=[N:4][C:5]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[C:6]([CH:10]=1)[C:7]([NH:32][CH2:31][C:28]1[CH:27]=[CH:26][C:25]([C:24]2[N:20]=[N:21][NH:22][N:23]=2)=[CH:30][CH:29]=1)=[O:9]Participants
3
Procedure
The title compound was prepared according to the procedure described in Example 75 from 5-fluoro-2-(4-fluorobenzyl)nicotinic acid (step 3 of Example 58) and 1-[4-(2H-tetrazol-5-yl)phenyl]methanamine hydrochloride: 1H-NMR (DMSO-d6) δ 9.20 (1H, t, J=5.7 Hz), 8.59 (1H, d, J=2.8 Hz), 7.98 (2H, d, J=8.1 Hz), 7.83 (1H, dd, J=8.8, 2.9 Hz), 7.44 (2H, d, J=8.1 Hz), 7.20–7.16 (2H, m), 7.03 (2H, t, J=8.9 Hz), 4.50 (2H, d, J=5.7 Hz), 4.21 (2H, s); MS (ESI) m/z 407 (M+H)+, 405 (M−H)−.
Sources & evidence
- ORD record
- ord-170da0dc45d44d4a92a440a7011b4dff
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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