Dimethylformamide dimethyl acetal → HCID 131733163, compound

HRID 1526319Notes

Reaction equation

HRID 1526319 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH:8][C:9](=[O:14])[CH2:10][C:11](=[O:13])[CH3:12].CO[CH:17](OC)[N:18]([CH3:20])[CH3:19]>CN(C)C=O>[CH3:17][N:18]([CH:20]=[C:10]([C:11](=[O:13])[CH3:12])[C:9]([NH:8][CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][CH:2]1[CH3:1])=[O:14])[CH3:19]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 4076513HCID 4076513, compound

Product 1

HCID 131733163HCID 131733163, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of N-(2-methylcyclohexyl)-3-oxobutanamide obtained in Step A (1.99 g) in N,N-dimethylformamide (20 mL) was added dropwise 1,1-dimethoxy-N,N-dimethylmethanamine (2.41 g) over 10 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/dichloromethane) to give the title compound (1.94 g).

Workup

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

Sources & evidence

ORD record
ord-a1648a2fb13843e98fdd2f6fb5122208
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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