Methyl 4-(aminomethyl)benzoate hydrochloride → Methyl 4-({[4-fluoro-2-(4-fluorophenoxy)benzoyl]amino}methyl)benzoate

HRID 1293217Notes

Reaction equation

HRID 1293217 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH:3]=1.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]=[CH:9][C:5]([C:6]([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:8])=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 2729253Methyl 4-(aminomethyl)benzoate hydrochlorideHCID 575723224-Fluoro-2-(4-fluorophenoxy)benzoic acid

Product 1

HCID 57572276Methyl 4-({[4-fluoro-2-(4-fluorophenoxy)benzoyl]amino}methyl)benzoate

Procedure

The title compound was prepared according to the procedure described in step 3 of Example 1 from 4-fluoro-2-(4-fluorophenoxy)benzoic acid (step 1) and methyl 4-(aminomethyl)benzoate hydrochloride: 1H-NMR (CDCl3) δ 7.99–7.89 (2H, m), 7.38–7.28 (4H, m), 7.12–7.00 (4H, m), 6.41 (1H, dd, J=2.7, 8.1 Hz), 4.63 (2H, br.s), 3.86 (3H, s); MS (ESI) m/z 398 (M+H)+, 396 (M+H)+.

Sources & evidence

ORD record
ord-21ae32c460bc4d0ea007c2c0ba0cd63d
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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