Methyl 4-(aminomethyl)benzoate hydrochloride → Methyl 4-({[5-fluoro-2-(4-fluorophenoxy)benzoyl]amino}methyl)benzoate
Reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O: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.[NH2:20][CH2:21][C:22]1[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O: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:20][CH2:21][C:22]1[CH:23]=[CH:24][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:30][CH:31]=1)=[O:9]Participants
3
Procedure
The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-fluoro-2-(4-fluorophenoxy)benzoic acid (Anales de la Asociacion Quimica Argentina 1985, 73, 509) and methyl 4-(aminomethyl)benzoate hydrochloride: 1H-NMR (CDCl3) δ 7.99 (4H, m), 7.30 (2H, d, J=7.6 Hz), 7.14–7.03 (3H, m), 6.96–6.92 (2H, m), 6.80 (1H, dd, J=9.2, 4.4 Hz), 4.70 (2H, d, J=5.9 Hz), 3.91 (3H, s); MS (ESI) m/z 398 (M+H)+, 396 (M−H)−.
Sources & evidence
- ORD record
- ord-0c3a845a2c2b4fac8cf3fdca45e07e2d
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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