p-Anisoyl chloride → 4-Methoxy-N-{2-[2-(1-methylpiperidin-2-yl)propyl]phenyl}benzamide

HRID 1659232Notes

Reaction equation

HRID 1659232 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH:9]([CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][N:12]1[CH3:17])[CH3:10].[C:18](Cl)(=[O:27])[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1>>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:18]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[CH2:8][CH:9]([CH3:10])[CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][N:12]2[CH3:17])=[O:27])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 205599492-[2-(1-Methylpiperidin-2-yl)propyl]aniline

Product 1

HCID 205600064-Methoxy-N-{2-[2-(1-methylpiperidin-2-yl)propyl]phenyl}benzamide

Procedure

Reaction of 2-[2-(2-aminophenyl)-1-methylethyl]-1-methylpiperidine with anisoyl chloride, according to the procedure of Example 25, provides 4-methoxy-2'-[2-methyl-2-(1-methyl-2-piperidyl)ethyl]benzanilide as a 72:28 mixture of diastereoisomers (according to nmr), m.p. 125.5°-136.5° C. (corr.).

Sources & evidence

ORD record
ord-e0083122879540899013aa0f762252bf
Source dataset
uspto-grants-1981_12
Patent number
USRE030811

Reaction notes

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