Methyl 4-(aminomethyl)benzoate hydrochloride → Methyl 4-({[5-chloro-2-(4-fluorophenoxy)benzoyl]amino}methyl)benzoate

HRID 1293220Notes

Reaction equation

HRID 1293220 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.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>>[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: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

Reactant 2

HCID 2729253Methyl 4-(aminomethyl)benzoate hydrochlorideHCID 457924105-Chloro-2-(4-fluorophenoxy)benzoic acid

Product 1

HCID 57572277Methyl 4-({[5-chloro-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 5-chloro-2-(4-fluorophenoxy)benzoic acid (step 2) and methyl 4-(aminomethyl)benzoate hydrochloride: 1H-NMR (CDCl3) δ 8.24 (1H, d, J=2.8 Hz), 7.97–7.94 (3H, m), 7.36–7.32 (3H, m), 7.11–6.96 (4H, m), 6.74 (1H, d, J=8.8 Hz), 4.71 (2H, d, J=5.9 Hz), 3.90 (3H, s); MS (ESI) m/z 414 (M+H)+, 412 (M−H)−.

Sources & evidence

ORD record
ord-5822db58895246509e9def52824b4e30
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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