N-(3-tert-Butyl-phenyl)-4-piperidin-4-yl-benzamide → HCID 178440930, compound

HRID 2190657Notes

Reaction equation

HRID 2190657 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12](=[O:25])[C:13]2[CH:18]=[CH:17][C:16]([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[CH:15][CH:14]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[OH:26][C:27]1[CH:31]=[C:30]([CH2:32][CH2:33][C:34](O)=[O:35])[O:29][N:28]=1>>[C:1]([C:5]1[CH:6]=[C:7]([NH:11][C:12](=[O:25])[C:13]2[CH:14]=[CH:15][C:16]([CH:19]3[CH2:24][CH2:23][N:22]([C:34](=[O:35])[CH2:33][CH2:32][C:30]4[O:29][N:28]=[C:27]([OH:26])[CH:31]=4)[CH2:21][CH2:20]3)=[CH:17][CH:18]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 59317976N-(3-tert-Butyl-phenyl)-4-piperidin-4-yl-benzamideHCID 1785253353-(3-Hydroxy-5-isoxazolyl)propanoic acid

Product 1

HCID 178440930HCID 178440930, compound

Procedure

N-(3-tert-Butyl-phenyl)-4-{1-[3-(3-hydroxy-isoxazol-5-yl)-propionyl]-piperidin-4-yl}-benzamide was prepared by the ECDI coupling of N-(3-tert-butyl-phenyl)-4-piperidin-4-yl-benzamide and 3-(3-hydroxy-isoxazol-5-yl)-propionic acid in a manner similar to the one described in the synthesis of 4-{4-[5-(3-tert-butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazine-1-carbonyl}-cyclonexanecarboxylic acid methyl ester, above. LCMS calcd for C28H33N3O4 (m/e) 475, obsd 476 (M+H).

Workup

  1. customdescribed in the synthesis of 4-{4-[5-(3-tert-butyl-phenylcarbamoyl)-pyridin-2-yl]-piperazine-1-carbonyl}-cyclonexanecarboxylic acid methyl ester

Sources & evidence

ORD record
ord-9b5e118b22334767b7efa4b52123f76b
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Reaction notes

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