Реакция #1121781

ord-c64fe8931435479e8b0e4572e241bf33

Уравнение реакции

COc1ccc(Sc2[nH]c(-c3ccccc3)cn3c(=O)c(Cc4ccccc4)nc2-3)cc1
231
COc1ccc(Sc2[nH]c(-c3ccccc3)cn3c(=O)c(Cc4ccccc4)nc2-3)cc1
2-Benzyl-8-(4-methoxyphenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one
CC(=O)Cl
acetyl chloride
COc1ccc(Sc2nc(-c3ccccc3)cn3c(OC(C)=O)c(Cc4ccccc4)nc23)cc1
25a
Выход 66.0%
COc1ccc(Sc2nc(-c3ccccc3)cn3c(OC(C)=O)c(Cc4ccccc4)nc23)cc1
2-Benzyl-8-(4-methoxyphenylthio)-6-phenylimidazo[1,2-a]pyrazin-3-yl acetate
Выход 66.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ПромывкаThen the solution was washed with water
  2. 2
    Сушкаthe organic layer was dried over Na2SO4
  3. 3
    Фильтрацияfiltered
  4. 4
    Другоеthe solvent removed under reduced pressure

Методика

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+).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08546147B2uspto-grants-2013_10