4-Methyl-m-anisic acid → N-[1-(4-Chloro-3-ethoxy-benzyl)piperidin-4-yl]-3-methoxy-4-methyl-benzamide

HRID 502353Notes

Reaction equation

HRID 502353 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]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[CH3:30])[C:24](O)=[O:25]>>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][CH:10]([NH:13][C:24](=[O:25])[C:23]3[CH:27]=[CH:28][C:29]([CH3:30])=[C:21]([O:20][CH3:19])[CH:22]=3)[CH2:9][CH2:8]2)=[CH:4][C:3]=1[O:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 815794-Methyl-m-anisic acidHCID 592103771-(4-Chloro-3-ethoxybenzyl)piperidin-4-ylamine

Product 1

HCID 68456034N-[1-(4-Chloro-3-ethoxy-benzyl)piperidin-4-yl]-3-methoxy-4-methyl-benzamideYield 69%

Procedure

The title compound (29 mg, 69%) was prepared analogously to example 8 by coupling of 1-(4-chloro-3-ethoxy-benzyl)piperidin-4-ylamine with 3-methoxy-4-methylbenzoic acid. MS: 417.4 (MH+).

Sources & evidence

ORD record
ord-d2ffab2e225f4d08aa8714e137d4dd97
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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