Dimethylformamide dimethyl acetal → HCID 16735150, compound

HRID 910215Notes

Reaction equation

HRID 910215 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[I:9][C:10]1[CH:11]=[CH:12][C:13]2[N:14]([CH:16]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([C:25](=[O:27])[CH3:26])=[CH:21][CH:20]=3)[N:18]=2)[CH:15]=1>CN(C)C=O>[CH3:6][N:4]([CH3:5])/[CH:3]=[CH:26]/[C:25]([C:22]1[CH:23]=[CH:24][C:19]([C:17]2[N:18]=[C:13]3[CH:12]=[CH:11][C:10]([I:9])=[CH:15][N:14]3[CH:16]=2)=[CH:20][CH:21]=1)=[O:27]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 67404660HCID 67404660, compound

Product 1

HCID 16735150HCID 16735150, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
150 °C

Procedure

N,N-dimethylformamide dimethyl acetal (363 μL) was added dropwise to a solution (50 mL) of 1-[4-(6-iodoimidazo[1,2-a]pyridin-2-yl)phenyl]-1-ethanone (495 mg) in dimethylformamide, and the mixture was heated at 150° C. for 16 hours. The reaction mixture was concentrated, and the residue was purified through silica gel column chromatography (dichloromethane:methanol=97:3), followed by concentration under reduced pressure, to thereby yield the title compound (274 mg).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified through silica gel column chromatography (dichloromethane:methanol=97:3)
  3. concentrationfollowed by concentration under reduced pressure

Sources & evidence

ORD record
ord-42aafa6c7d9b4da18b3a356329a36b65
Source dataset
uspto-grants-2011_09
Patent number
US08022075B2

Reaction notes

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