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p-Anisoyl chloride → 4-[3-(4-Methoxybenzamidyl)benzoyl]-1-methylpiperidine

HRID 1836373
Notes
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Reaction equation

HRID 1836373 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([CH:7]1[CH2:12][CH2:11][N:10]([CH3:13])[CH2:9][CH2:8]1)=[O:6].[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1>>[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH:1][C:2]2[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=2)[C:5]([CH:7]2[CH2:8][CH2:9][N:10]([CH3:13])[CH2:11][CH2:12]2)=[O:6])=[O:24])=[CH:21][CH:20]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 101306514-[3-Aminobenzoyl]-1-methylpiperidine

Product 1

HCID 693559394-[3-(4-Methoxybenzamidyl)benzoyl]-1-methylpiperidineYield 101%

Procedure

Beginning with 4-[3-aminobenzoyl]-1-methylpiperidine (50 mg, 0.229 mmol) and 4-methoxybenzoyl chloride (117 mg, 0.687 mmol), 81.5 mg (>100%) of the title compound were recovered.

Sources & evidence

ORD record
ord-3bbd9b55fcc74e9bb71a40b47079e22a
Source dataset
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06777428B1

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes