Dimethylformamide dimethyl acetal → HCID 67416039, compound

HRID 383722Notes

Reaction equation

HRID 383722 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[CH:5]=[CH:4][N:3]=1.CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>C1(C)C=CC=CC=1>[CH3:16][N:17]([CH3:19])[CH:18]=[C:8]([C:6]1[CH:5]=[CH:4][N:3]=[C:2]([F:1])[CH:7]=1)[C:9](=[O:13])[CH:10]([CH3:11])[CH3:12]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 44597011HCID 44597011, compound

Product 1

HCID 67416039HCID 67416039, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 1-(2-fluoro-pyridin-4-yl)-3-methyl-butan-2-one (4.8 g, 26.5 mmol) in anhydrous toluene (20 mL) is added N,N-dimethylformamide dimethylacetal (16.0 mL, 120.6 mmol). The reaction is heated at 90° C. for 4 h. The mixture is concentrated in vacuo to give the crude product, 1-dimethylamino-2-(2-fluoro-pyridin-4-yl)-4-methyl-pent-1-en-3-one. The crude product is used as it is.

Workup

  1. concentrationThe mixture is concentrated in vacuo

Sources & evidence

ORD record
ord-3970b8ee76fd44018e334a5ec455ce7d
Source dataset
uspto-grants-2013_02
Patent number
US08367687B2

Reaction notes

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