Veratroyl chloride → N-(4-{4-[3-(Isobutyrylamino)phenyl]-1-piperidinyl}butyl)-3,4-dimethoxybenzamide

HRID 1832841Notes

Reaction equation

HRID 1832841 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[CH:13]=[C:14]([NH:18][C:19](=[O:23])[CH:20]([CH3:22])[CH3:21])[CH:15]=[CH:16][CH:17]=2)[CH2:8][CH2:7]1.[CH3:24][O:25][C:26]1[CH:27]=[C:28]([CH:32]=[CH:33][C:34]=1[O:35][CH3:36])[C:29](Cl)=[O:30]>C1COCC1.C(Cl)Cl>[C:19]([NH:18][C:14]1[CH:13]=[C:12]([CH:9]2[CH2:8][CH2:7][N:6]([CH2:5][CH2:4][CH2:3][CH2:2][NH:1][C:29](=[O:30])[C:28]3[CH:32]=[CH:33][C:34]([O:35][CH3:36])=[C:26]([O:25][CH3:24])[CH:27]=3)[CH2:11][CH2:10]2)[CH:17]=[CH:16][CH:15]=1)(=[O:23])[CH:20]([CH3:21])[CH3:22]

Participants

4

Reactant 2

HCID 77070Veratroyl chlorideHCID 16757471N-{3-[1-(4-Aminobutyl)4-piperidinyl]phenyl}-2-methylpropanamide

Product 1

HCID 22049467N-(4-{4-[3-(Isobutyrylamino)phenyl]-1-piperidinyl}butyl)-3,4-dimethoxybenzamide

Reagents, catalysts & solvents 1

HCID 21919333Tetrahydrofurane dichloromethaneSolvent

Procedure

Prepared by Procedure Q2 (THF/DCM, 1:3) and Scheme AT using N-{3-[1-(4-aminobutyl)-4-piperidinyl]phenyl}-2-methylpropanamide and 3,4-dimethoxybenzoyl chloride: ESMS m/e: 482.0 (M+H)+.

Sources & evidence

ORD record
ord-bd181548dbc44ad68fd509cf8125f363
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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