3-Aminopyridine → Tert-butyl 4-[(pyridin-3-yl)amino]piperidine-1-carboxylate

HRID 1726293Notes

Reaction equation

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

Participants

Reactant 2

HCID 100093-Aminopyridine

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

Product 1

HCID 22499486Tert-butyl 4-[(pyridin-3-yl)amino]piperidine-1-carboxylateYield 1,135.7%

Procedure

Using general procedure A, 3-aminopyridine (1.43 g, 1.01 mmol) and 1-Boc-4-piperidone (3.0 g, 1.0 mmol) afforded 4-(pyridin-3-ylamino)-piperidine-1-carboxylic acid tert-butyl ester as a white solid (3.15 g, 92%).

Sources & evidence

ORD record: ord-849614a11b37430284ee080817b85a1d
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07491735B2

Reaction notes

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