Chloroacetamide → HCID 178514043, compound

HRID 2218358Notes

Reaction equation

HRID 2218358 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1.[H-].[Na+].Cl[CH2:21][C:22]([NH2:24])=[O:23]>CN(C=O)C.C(OCC)(=O)C.CO>[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:12]=[CH:13][C:14]([O:17][CH2:21][C:22]([NH2:24])=[O:23])=[CH:15][CH:16]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

6

Reactant 3

HCID 6580ChloroacetamideHCID 24758Sodium hydrideHCID 178515890HCID 178515890, compound

Product 1

HCID 178514043HCID 178514043, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21584119Ethylacetate methanolSolvent

Conditions

Temperature
60 °C

Procedure

To a mixture of 4-(6-bromo-3H-imidazo[4,5-b]pyridin-2-yl)phenol (58 mg, 0.2 mmol) and sodium hydride (55-65%, 18 mg, 0.4 mmol) in DMF (6 ml), 2-chloroacetamide (19 mg, 0.2 mmol) was added and the mixture was heated to 60° C. for 1 h. Column chromatography on silica using ethyl acetate/methanol as eluent afforded the title compound.

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-1dec0bc50e3f4c6eaadb8956c3940b86
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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