Methyl 4-(aminomethyl)-3-fluorobenzoate → Methyl 3-fluoro-4-[({[5-fluoro-2-(4-fluorophenoxy)pyridin-3-yl]carbonyl}amino)methyl]benzoate
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:16]([NH:18][CH2:19][C:20]2[CH:29]=[CH:28][C:23]([C:24]([O:26][CH3:27])=[O:25])=[CH:22][CH:21]=2)=[O:17])[C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)=[N:6][CH:7]=1.NCC1C=CC(C(OC)=O)=CC=1[F:42]>>[F:42][C:29]1[CH:28]=[C:23]([CH:22]=[CH:21][C:20]=1[CH2:19][NH:18][C:16]([C:4]1[C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)=[N:6][CH:7]=[C:2]([F:1])[CH:3]=1)=[O:17])[C:24]([O:26][CH3:27])=[O:25]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)nicotinic acid (step 3 of Example 1) and methyl 4-(aminomethyl)-3-fluorobenzoate: 1H-NMR (CDCl3) δ 8.45–8.33 (2H, m), 8.04 (1H, d, J=3.1 Hz), 7.80 (1H, dd, J=7.9, 1.5 Hz), 7.71 (1H, dd, J=10.5, 1.5 Hz), 7.49 (1H, t, J=7.6 Hz), 7.17–7.12 (4H, m), 4.78 (2H, d, J=6.1 Hz), 3.91 (3H, s); MS (ESI) m/z 417 (M+H)+, 415 (M−H)−.
Sources & evidence
- ORD record
- ord-0a4bc5425ac04ce5acab19736a8d15ee
- Source dataset
- uspto-grants-2007_07
- Patent number
- US07238714B2
Reaction notes
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