Methyl 4-(aminomethyl)benzoate hydrochloride → Methyl 4-[({[5-fluoro-2-(4-fluorobenzyl)pyridin-3-yl]carbonyl}amino)methyl]benzoate

HRID 1293203Notes

Reaction equation

HRID 1293203 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.[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:10]=[C:6]([C:7]([NH:20][CH2:21][C:22]2[CH:23]=[CH:24][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:30][CH:31]=2)=[O:9])[C:5]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 2729253Methyl 4-(aminomethyl)benzoate hydrochlorideHCID 575722655-Fluoro-2-(4-fluorobenzyl)nicotinic acid

Product 1

HCID 57572288Methyl 4-[({[5-fluoro-2-(4-fluorobenzyl)pyridin-3-yl]carbonyl}amino)methyl]benzoate

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 5-fluoro-2-(4-fluorobenzyl)nicotinic acid (step 3) and methyl 4-(aminomethyl)benzoate hydrochloride: 1H-NMR (CDCl3) δ 8.49 (1H, d, J=2.8 Hz), 8.01–7.97 (2H, m), 7.44 (1H, dd, J=7.9, 2.8 Hz), 7.27 (2H, dd, J=4.6, 4.0 Hz), 7.14–7.09 (2H, m), 6.93–6.86 (2H, m), 6.08 (1H, br.s), 4.56 (2H, d, J=5.9 Hz), 4.29 (2H, s), 3.92 (3H, s); MS (ESI) m/z 397 (M+H)+, 395 (M−H)−.

Sources & evidence

ORD record
ord-a1e16f04b682403c8d39204110f1dae5
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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