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

HRID 2267306

反応式

HRID 2267306 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e9f36f4f7d93442486bc321aa5d78ca6
出典データセット
uspto-grants-2010_12
特許番号
US07858785B2

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