2-Chloro-5-hydroxypyridine → cis(+/-)-tert-Butyl-4-((6-chloropyridin-3-yl)oxy)-3-fluoropiperidine-1-carboxylate

HRID 1467965Notes

Reaction equation

HRID 1467965 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[F:9][C@H:10]1[C@H:15](O)[CH2:14][CH2:13][N:12]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:11]1>>[C:20]([O:19][C:17]([N:12]1[CH2:13][CH2:14][C@H:15]([O:8][C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C@H:10]([F:9])[CH2:11]1)=[O:18])([CH3:23])([CH3:21])[CH3:22]

Participants

3

Reactant 2

HCID 8198212-Chloro-5-hydroxypyridineHCID 40152150rac-tert-butyl (3R,4R)-3-fluoro-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 131732698cis(+/-)-tert-Butyl-4-((6-chloropyridin-3-yl)oxy)-3-fluoropiperidine-1-carboxylate

Procedure

The title compound was prepared by following the similar procedure as described in Intermediate-1, using 6-chloropyridin-3-ol and trans(±)-tert-butyl 3-fluoro-4-hydroxypiperidine-1-carboxylate (0.490 g, 48%); MS: 332.2 (M+1).

Sources & evidence

ORD record
ord-21fd667afeb04480b5c3330f35416118
Source dataset
uspto-grants-2015_04
Patent number
US09000175B2

Reaction notes

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