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-83380b5add454c08834c87d90fb58dd0
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06605620B1

Reaction notes

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