3-(Methoxycarbonyl)benzoic acid → N-[1-(4-Chloro-3-ethoxy-benzyl)-piperidin-4-yl]-isophthalamic acid methyl ester

HRID 502379Notes

Reaction equation

HRID 502379 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]([NH2:13])[CH2:9][CH2:8]2)=[CH:4][C:3]=1[O:16][CH2:17][CH3:18].[CH3:19][O:20][C:21](=[O:31])[C:22]1[CH:30]=[CH:29][CH:28]=[C:24]([C:25](O)=[O:26])[CH:23]=1>>[CH3:19][O:20][C:21](=[O:31])[C:22]1[CH:30]=[CH:29][CH:28]=[C:24]([C:25]([NH:13][CH:10]2[CH2:11][CH2:12][N:7]([CH2:6][C:5]3[CH:14]=[CH:15][C:2]([Cl:1])=[C:3]([O:16][CH2:17][CH3:18])[CH:4]=3)[CH2:8][CH2:9]2)=[O:26])[CH:23]=1

Participants

3

Reactant 2

HCID 6018803-(Methoxycarbonyl)benzoic acidHCID 592103771-(4-Chloro-3-ethoxybenzyl)piperidin-4-ylamine

Product 1

HCID 68458702N-[1-(4-Chloro-3-ethoxy-benzyl)-piperidin-4-yl]-isophthalamic acid methyl esterYield 92%

Procedure

The title compound (80 mg, 92%) was prepared analogously to example 8 by coupling of 1-(4-chloro-3-ethoxy-benzyl)piperidin-4-ylamine with isophthalic acid monomethyl ester. MS: 431.6 (MH+).

Sources & evidence

ORD record
ord-410297f82ade45b1a62dcb3dc7c537ee
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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