Dimethylformamide dimethyl acetal → (E)-2-(2-chloro-4-pyrimidinyl)-3-(dimethylamino)-1-(4-fluorophenyl)-2-propen-1-one

HRID 861055Notes

Reaction equation

HRID 861055 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[O:10])[CH:5]=[CH:4][N:3]=1.CO[CH:20](OC)[N:21]([CH3:23])[CH3:22]>>[Cl:1][C:2]1[N:7]=[C:6](/[C:8](=[CH:20]\[N:21]([CH3:23])[CH3:22])/[C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[O:10])[CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 220375592-(2-Chloropyrimidin-4-yl)-1-(4-fluorophenyl)ethanone

Product 1

HCID 59038042(E)-2-(2-chloro-4-pyrimidinyl)-3-(dimethylamino)-1-(4-fluorophenyl)-2-propen-1-one

Procedure

A mixture of the compound prepared in step 2 (4.7 g, 0.017 mol) in 100 mL of dimethylformamide dimethyl acetal was stirred at room temperature overnight. Excess dimethylformamide dimethyl acetal was removed under vacuum to give 4.5 g of crude product as a thick brown oil, which was used without further purification.

Workup

  1. customExcess dimethylformamide dimethyl acetal was removed under vacuum

Sources & evidence

ORD record
ord-252e62eeb0464e8cbf76c5d8cb0035cb
Source dataset
uspto-grants-2006_12
Patent number
US07153959B2

Reaction notes

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