tert-Butyl 4-oxopiperidine-1-carboxylate → Tert-butyl 4-(6-chloropyridin-3-yl)-4-hydroxypiperidine-1-carboxylate

HRID 948512Notes

Reaction equation

HRID 948512 reaction equation
[Br:6][c:7]1[cH:8][cH:9][c:10]([Cl:13])[n:11][cH:12]1.[CH2:1]([Li:2])[CH2:3][CH2:4][CH3:5].[O:14]=[C:15]1[CH2:16][CH2:17][N:18]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:19][CH2:20]1>>[c:7]1([C:15]2([OH:14])[CH2:16][CH2:17][N:18]([C:21](=[O:22])[O:23][C:24]([CH3:25])([CH3:26])[CH3:27])[CH2:19][CH2:20]2)[cH:8][cH:9][c:10]([Cl:13])[n:11][cH:12]1

Participants

4

Reactant 3

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 27344145-Bromo-2-chloropyridineHCID 178418339Butyllithium

Product 1

HCID 86638078Tert-butyl 4-(6-chloropyridin-3-yl)-4-hydroxypiperidine-1-carboxylate

Sources & evidence

ORD record
ord-5fe143f11ea140189fa8731d305bb559
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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