3-Methoxyaniline → Tert-butyl 4-(3-methoxyanilino)piperidine-1-carboxylate

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH2:23])[CH:18]=1>>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][CH:11]2[CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][CH2:10]2)[CH:18]=1

Participants

Reactant 2

HCID 108243-Methoxyaniline

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylate

Product 1

HCID 22557965Tert-butyl 4-(3-methoxyanilino)piperidine-1-carboxylate

Procedure

1-(tert-Butoxycarbonyl)-4-piperidone (4.78 g) and m-anisidine (2.96 g) were condensed in the same manner as described in Preparation Example 37 to give the title compound.

Workup

customcondensed in the same manner
customas described in Preparation Example 37

Sources & evidence

ORD record: ord-f20dfa4df1d04aa795351d55cd3ddff7
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06867221B2

Reaction notes

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