Morpholine → 6-(4-ethoxy-3-trifluoromethyl-phenyl)-2-(3-morpholin-4-yl-propenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile

HRID 2246451Notes

Reaction equation

HRID 2246451 reaction equation
Cl[CH2:2][CH:3]=[CH:4][C:5]1[NH:6][C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH3:21])=[C:15]([C:22]([F:25])([F:24])[F:23])[CH:14]=3)[N:10]=[C:9]([C:26]#[N:27])[C:8]=2[N:28]=1.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>CS(C)=O>[CH2:20]([O:19][C:16]1[CH:17]=[CH:18][C:13]([C:11]2[N:10]=[C:9]([C:26]#[N:27])[C:8]3[N:28]=[C:5]([CH:4]=[CH:3][CH2:2][N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)[NH:6][C:7]=3[CH:12]=2)=[CH:14][C:15]=1[C:22]([F:25])([F:24])[F:23])[CH3:21]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 685177252-(3-Chloro-propenyl)-6-(4-ethoxy-3-trifluoromethyl-phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Product 1

HCID 685148376-(4-ethoxy-3-trifluoromethyl-phenyl)-2-(3-morpholin-4-yl-propenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 2-(3-chloro-propenyl)-6-(4-ethoxy-3-trifluoromethyl-phenyl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile (23 mg, 0.05 mmol), morpholine (16.1 mg, 0.15 mmol) in DMSO (500 uL) was heated to 120° C. for 5 minutes. The mixture was purified using ion exchange chromatography to afford the title compound.

Workup

  1. customThe mixture was purified

Sources & evidence

ORD record
ord-b8728bcf47e24dc1a017e8783a870a12
Source dataset
uspto-grants-2010_03
Patent number
US07687515B2

Reaction notes

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