2-Chloro-5-hydroxypyridine → trans(+/-)-Tert-butyl-4-((6-chloropyridin-3-yl)oxy)-3-fluoropiperidine-1-carboxylate

HRID 1468003Notes

Reaction equation

HRID 1468003 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9]([O:13][C:14]([N:16]1[CH2:21][CH2:20][C@H:19](O)[C@H:18]([F:23])[CH2:17]1)=[O:15])([CH3:12])([CH3:11])[CH3:10]>>[C:9]([O:13][C:14]([N:16]1[CH2:21][CH2:20][C@@H:19]([O:8][C:5]2[CH:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C@H:18]([F:23])[CH2:17]1)=[O:15])([CH3:12])([CH3:10])[CH3:11]

Participants

3

Reactant 2

HCID 8198212-Chloro-5-hydroxypyridineHCID 40152152tert-butyl (3R,4S)-3-fluoro-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 131732699trans(+/-)-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-6 using 6-chloropyridin-3-ol and cis(±)tert-butyl-3-fluoro-4-hydroxypiperidine-1-carboxylate; MS: 353.2 (M+23).

Sources & evidence

ORD record
ord-859265be658543029b99f8d9f2b50d53
Source dataset
uspto-grants-2015_04
Patent number
US09000175B2

Reaction notes

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