P-Anisidine → tert-butyl 4-(4-methoxyanilino)tetrahydro-1(2H)-pyridinecarboxylate

HRID 1726151Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.[C:10]([N:17]1[CH2:22][CH2:21][C:20](=O)[CH2:19][CH2:18]1)([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11]>>[C:13]([O:12][C:10]([N:17]1[CH2:22][CH2:21][CH:20]([NH:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[CH2:19][CH2:18]1)=[O:11])([CH3:16])([CH3:14])[CH3:15]

Participants

Reactant 2

HCID 7732P-Anisidine

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

Product 1

HCID 2776119tert-butyl 4-(4-methoxyanilino)tetrahydro-1(2H)-pyridinecarboxylateYield 100%

Procedure

Using general procedure A, 4-methoxyphenylamine (246 mg, 2.00 mmol) and 1-Boc-4-piperidone (418 mg, 2.10 mmol) gave 4-(4-methoxyphenylamino)-piperidine-1-carboxylic acid tert-butyl ester as a pale yellow oil (612 mg, 100%).

Sources & evidence

ORD record: ord-f34fd7d06f4a4a98a9a920402bf4a0c5
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

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