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3-(DIMETHYLAMINO)-1-(2-METHYL-1H-IMIDAZOL-5-YL)-2-PROPEN-1-ONE synthesis

1synthesis methods
3-(DIMETHYLAMINO)-1-(2-METHYL-1H-IMIDAZOL-5-YL)-2-PROPEN-1-ONE

251096-49-8
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4637-24-5 Synthesis
N,N-Dimethylformamide dimethyl acetal

4637-24-5
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$5.00/25g

2-Propen-1-one, 3-(dimethylamino)-1-(1,2-dimethyl-1H-imidazol-5-yl)-

403792-70-1
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Yield:403792-70-1 29%

Reaction Conditions:

at 100; for 56 h;

Steps:

1

5-(3-Dimethylaminoprop-2-enoyl)-2-methylimidazole (350 mg, 1.95 mmol) was suspended in DMFDMA (14 ml) and the mixture stirred and heated at 100° C. for 56 hours. The excess DMFDMA was removed by evaporation and the residue purified by chromatography eluting with DCM/MeOH (94:6) to give the title compound 111 mg, (29%) as a solid. NMR (CDCl3): 2.40 (s, 3H), 3.00 (s, 6H), 3.88 (s, 3H), 5.50 (d, 1H), 7.47 (s, 1H), 7.65 (d, 1H); m/z: 194.

References:

US2004/14776,2004,A1 Location in patent:Page/Page column 31