Dimethylformamide dimethyl acetal → (2E)-1-(3-bromophenyl)-3-(dimethylamino)-2-pyridin-4-ylprop-2-en-1-one

HRID 45832Notes

Reaction equation

CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[Br:9][C:10]1[CH:11]=[C:12]([C:16](=[O:24])[CH2:17][C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[CH:13]=[CH:14][CH:15]=1>O1CCCC1>[Br:9][C:10]1[CH:11]=[C:12]([C:16](=[O:24])/[C:17](/[C:18]2[CH:19]=[CH:20][N:21]=[CH:22][CH:23]=2)=[CH:3]/[N:4]([CH3:5])[CH3:6])[CH:13]=[CH:14][CH:15]=1

Participants

Conditions

Temperature: 65 °C

Procedure

Dimethylformamide dimethylacetal (15 mL) were added to a solution of 7.2 g (0.026 ol) of 1-(3-bromophenyl)-2-pyridin-4-ylethanone in 15 ml of dry tetrahydrofuran. After stirring at 65° C. for 6 hours, the solvent was removed under reduced pressure. 8 g (93% yield) of the title compound as an oil were obtained and employed in the next step without any further purification.

Workup

customthe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-ced12f8129054c63bb3cf3be4e655fa2
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541575B2

Reaction notes

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