Dimethylformamide dimethyl acetal → HCID 131733162, compound

HRID 1526312Notes

Reaction equation

HRID 1526312 reaction equation
[CH3:1][CH:2]([CH3:12])[CH:3]([NH:5][C:6](=[O:11])[CH2:7][C:8](=[O:10])[CH3:9])[CH3:4].CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>CN(C)C=O>[CH3:15][N:16]([CH:18]=[C:7]([C:8](=[O:10])[CH3:9])[C:6]([NH:5][CH:3]([CH:2]([CH3:12])[CH3:1])[CH3:4])=[O:11])[CH3:17]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 43131425HCID 43131425, compound

Product 1

HCID 131733162HCID 131733162, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of N-(3-methylbutan-2-yl)-3-oxobutanamide obtained in Step A (500 mg) in N,N-dimethylformamide (6.0 mL) was added dropwise 1,1-dimethoxy-N,N-dimethylmethanamine (696 mg) over 5 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 (630 mg).

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-299569afdba24018a4840c286065079c
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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