Ethyl 4-piperidinecarboxylate → HCID 12969560, compound

HRID 2230082Notes

Reaction equation

HRID 2230082 reaction equation
Cl[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]2[S:14][CH:15]=[CH:16][C:3]=12.[NH:17]1[CH2:27][CH2:26][CH:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:19][CH2:18]1>>[C:8]1([C:6]2[N:5]=[C:4]3[S:14][CH:15]=[CH:16][C:3]3=[C:2]([N:17]3[CH2:27][CH2:26][CH:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:19][CH2:18]3)[CH:7]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 70770Ethyl 4-piperidinecarboxylateHCID 12043285HCID 12043285, compound

Product 1

HCID 12969560HCID 12969560, compoundYield 33%

Conditions

Temperature
170 °C

Procedure

A mixture of 4-chloro-6-phenyl-thieno[2,3-b]pyridine (200 mg, 0.82 mmole) and ethyl isonipecotate (5 mL) is stirred and heated in an oil bath at 170° C. for 6 hours. The reaction mixture is cooled and purified on a preparative tlc plate to give ethyl 1-(6-phenylthieno[2,3-b]pyridin-4-yl)-4-piperidinecarboxylate (100 mg, 33% yield) as a colorless oil.

Workup

  1. temperatureThe reaction mixture is cooled
  2. custompurified on a preparative tlc plate

Sources & evidence

ORD record
ord-71fa96fe50574185bbf0ebeae7972597
Source dataset
uspto-grants-2002_07
Patent number
US06423711B1

Reaction notes

Loading…