tert-Butyl 4-ethynylpiperidine-1-carboxylate → 4-(2,5-Dichloro-pyridin-4-ylethynyl)-piperidine-1-carboxylic acid tert-butyl ester

HRID 1184708Notes

Reaction equation

HRID 1184708 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]#[CH:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:16][C:17]1[CH:22]=[C:21](I)[C:20]([Cl:24])=[CH:19][N:18]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]#[C:15][C:21]2[C:20]([Cl:24])=[CH:19][N:18]=[C:17]([Cl:16])[CH:22]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 15550481tert-Butyl 4-ethynylpiperidine-1-carboxylateHCID 534009652,5-Dichloro-4-iodopyridine

Product 1

HCID 866748934-(2,5-Dichloro-pyridin-4-ylethynyl)-piperidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound is prepared from 4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester and 2,5-dichloro-4-iodo-pyridine following a procedure analogous to that described for Intermediate 27. LC (method 7): tR=1.66 min; Mass spectrum (ESI+): m/z=355 [M+H]+.

Sources & evidence

ORD record
ord-85ae7d4bc3f7464db7fdfbfabace5395
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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