Reaction #1121781

Reaction equation

231

2-Benzyl-8-(4-methoxyphenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one

acetyl chloride

→

25a

Yield 66.0%

2-Benzyl-8-(4-methoxyphenylthio)-6-phenylimidazo[1,2-a]pyrazin-3-yl acetate

Yield 66.0%

Solvents

dichloromethane

Conditions

Workup

1. 1
   WashThen the solution was washed with water
2. 2
   Dryingthe organic layer was dried over Na2SO4
3. 3
   Filtrationfiltered
4. 4
   Otherthe solvent removed under reduced pressure

Procedure

To a solution of 231 (25 mg, 0.06 mmol) in 4 mL of dichloromethane, acetyl chloride (8 μL, 0.12 mmol) and 4-(dimethylamino)pyridine (DMAP) (5 mg, 0.03 mmol) were added, the resulting mixture was stirred at room temperature for 15 min. Then the solution was washed with water and the organic layer was dried over Na2SO4, filtered and the solvent removed under reduced pressure to obtain 18 mg (yield 66%) of 25a as a red oil. 1H-NMR (CDCl3): 2.10 (s, 3H), 3.88 (s, 3H), 4.20 (s, 2H), 7.00-7.02 (m, 2H), 7.22-7.33 (m, 8H), 7.61-7.64 (m, 4H), 7.68 (s, 1H). MS (ESI): m/z 482 (M+H+).

Source