Tert-butyl 4-hydroxypiperidine-1-carboxylate → tert-Butyl 4-[(pyridin-4-yl)sulfanyl]piperidine-1-carboxylate

HRID 412885Notes

Reaction equation

HRID 412885 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11](O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[SH:15][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]([S:15][C:16]2[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 178418431pyridine-4-thiol

Product 1

HCID 18538498tert-Butyl 4-[(pyridin-4-yl)sulfanyl]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-mercaptopyridine (0.67 g, 6.0 mmol) to give the titled compound as pale yellow oily substance (1.33 g, 90%)

Sources & evidence

ORD record
ord-a8c065adc1604372b2b2180fd1b7aee2
Source dataset
uspto-grants-2003_05
Patent number
US06562978B1

Reaction notes

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