Tert-butyl 4-hydroxypiperidine-1-carboxylate → Tert-butyl 4-(pyridin-4-yloxy)piperidine-1-carboxylate

Reaction equation

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

Participants

Reactant 2

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylate

HCID 178418642HCID 178418642, compound

Product 1

HCID 21906087Tert-butyl 4-(pyridin-4-yloxy)piperidine-1-carboxylate

Procedure

By a similar manner to Reference Example 35, 1-tert-butoxycarbonyl-4-hydroxypiperidine (1.01 g, 5.0 mmol) was reacted with 4-hydroxypyridine (0.57 g, 6.0 mmol) to give the titled compound as pale yellow solid substance(1.05 g, 75%).

Sources & evidence

ORD record: ord-f1f91ba56f1b47498d8e60f48908182a
Source dataset: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06562978B1

Reaction notes

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