3-(2-Bromoacetyl)benzonitrile → (RS)-2-[2-(3-Cyano-phenyl)-2-oxo-ethoxycarbonylmethyl]-piperidine-1-carboxylic tert butyl ester

HRID 30182Notes

Reaction equation

HRID 30182 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]([OH:17])=[O:16])=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:19][C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[CH:23]=1)=[O:21]>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15]([O:17][CH2:19][C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([C:28]#[N:29])[CH:23]=1)=[O:21])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 27358673-(2-Bromoacetyl)benzonitrileHCID 50585361-Boc-2-Piperidineacetic Acid

Product 1

HCID 86629012(RS)-2-[2-(3-Cyano-phenyl)-2-oxo-ethoxycarbonylmethyl]-piperidine-1-carboxylic tert butyl esterYield 82.7%

Procedure

The title compound (1.51 g) was prepared from (RS)-2-carboxymethyl-piperidine-1-carboxylic acid tert butyl ester (1.15 g) and 2-bromo-3′-cyanoacetophenone (1.06 g) according to the method of description 36.

Sources & evidence

ORD record
ord-6dcbf1f49ea5451f9f935ed91bf27ad3
Source dataset
uspto-grants-2008_09
Patent number
US07423052B2

Reaction notes

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