Nitronium tetrafluoroborate → 2-(Methylsulfonyl)-4-(3-nitrobenzo[b]thiophen-2-yl)pyrimidine

HRID 507531

반응식

HRID 507531 반응식
F[B-](F)(F)F.[O:6]=[N+:7]=[O:8].[S:9]1[C:13]([C:14]2[CH:19]=[CH:18][N:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[N:15]=2)=[CH:12][C:11]2[CH:24]=[CH:25][CH:26]=[CH:27][C:10]1=2>C(#N)C>[CH3:23][S:20]([C:16]1[N:15]=[C:14]([C:13]2[S:9][C:10]3[CH:27]=[CH:26][CH:25]=[CH:24][C:11]=3[C:12]=2[N+:7]([O-:8])=[O:6])[CH:19]=[CH:18][N:17]=1)(=[O:21])=[O:22]

참가 물질

4

반응물 2

HCID 11073463Nitronium tetrafluoroborateHCID 574288274-(Benzo[b]thiophen-2-yl)-2-(methylsulfonyl)pyrimidine

생성물 1

HCID 602043052-(Methylsulfonyl)-4-(3-nitrobenzo[b]thiophen-2-yl)pyrimidine수율 60.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Nitronium tetrafluoroborate (3.4 mL, 0.5 M in sulfolane, 1.72 mmol) was slowly added at 0° C. to a suspension of 4-(benzo[b]thiophen-2-yl)-2-(methylsulfonyl)pyrimidine (0.50 g, 1.72 mmol) in acetonitrile (10 mL). The resulting mixture was stirred at rt for 14 h and concentrated in vacuo. The product was purified by flash chromatography eluting with ethyl acetate/hexane (1:3) to afford the title compound (0.35 g, 57%). MS (M+H)+ 336.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe product was purified by flash chromatography
  3. washeluting with ethyl acetate/hexane (1:3)

출처 및 근거

ORD 기록
ord-c9b5f454c97442caabfd88fe4947f841
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07786132B2

연결된 노트

불러오는 중…