5-Chloro-2-(4-fluorophenoxy)benzoic acid → Methyl 4-({[5-chloro-2-(4-fluorophenoxy)benzoyl]amino}methyl)-2-fluorobenzoate
Reaction equation
[Cl: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.[NH2:19][CH2:20][C:21]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[C:23]([F:31])[CH:22]=1>>[Cl: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:19][CH2:20][C:21]1[CH:30]=[CH:29][C:24]([C:25]([O:27][CH3:28])=[O:26])=[C:23]([F:31])[CH:22]=1)=[O:9]Participants
3
Procedure
The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-chloro-2-(4-fluorophenoxy)benzoic acid (step 2 of Example 67) and methyl 4-(aminomethyl)-2-fluorobenzoate: 1H-NMR (CDCl3) δ 8.22 (1H, d, J=2.6 Hz), 8.06–7.98 (1H, m), 7.86 (1H, t, J=7.7 Hz), 7.35 (1H, dd, J=8.9, 2.6 Hz), 7.13–6.98 (6H, m), 6.75 (1H, d, J=8.9 Hz), 4.69 (2H, d, J=5.9 Hz), 3.91 (3H, s); MS (ESI) m/z 432 (M+H)+, 430 (M−H)−.
Sources & evidence
- ORD record
- ord-2168c41dfe3c4f0b8800f289a0be9c67
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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