Dimethylformamide dimethyl acetal → HCID 131733164, compound

HRID 1526326Notes

Reaction equation

HRID 1526326 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10](=[O:15])[CH2:11][C:12](=[O:14])[CH3:13].CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[NH:9][C:10](=[O:15])[C:11](=[CH:18][N:19]([CH3:21])[CH3:20])[C:12](=[O:14])[CH3:13]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 18071782HCID 18071782, compound

Product 1

HCID 131733164HCID 131733164, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of N-(2,6-difluorophenyl)-3-oxobutanamide obtained in Step A (5.00 g) and N,N-dimethylformamide (20 mL) was added dropwise 1,1-dimethoxy-N,N-dimethylmethanamine (6.32 mL) over 20 min at room temperature, and the reaction mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (methanol/ethyl acetate) to give the title compound (3.70 g).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (methanol/ethyl acetate)

Sources & evidence

ORD record
ord-bc5ebe72363641d599472486df030ccd
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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