Benzenesulfonyl chloride → HCID 87182332、化合物

HRID 390109ノート

反応式

HRID 390109 の反応式
[H-].[Na+].[Cl:3][C:4]1[N:5]=[C:6]2[C:12]([I:13])=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[Cl:3][C:4]1[N:5]=[C:6]2[C:12]([I:13])=[CH:11][N:10]([S:20]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)(=[O:22])=[O:21])[C:7]2=[N:8][CH:9]=1

参加物

5

反応物 3

HCID 7369Benzenesulfonyl chlorideHCID 24758Sodium hydrideHCID 536276902-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine

生成物 1

HCID 87182332HCID 87182332、化合物収率 96%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

Sodium hydride (60% in mineral oil, 404 mg, 10.09 mmol) was added to an ice-cold solution of EXAMPLE 33A (2.35 g, 8.41 mmol) in anhydrous DMF (20 mL) under nitrogen. The reaction mixture was stirred at 0° C. for 30 minutes and benzenesulfonyl chloride (1.19 mL, 9.25 mmol) was then added. The ice-bath was removed and the mixture was stirred at room temperature overnight. This reaction was quenched with the addition of 50 mL of water. An off white solid material was collected by filtration, washed with water and hexane, and dried to give 3.38 g of the title product. Yield: 96%. MS (DCI+) m/z 280 (M+H)+.

後処理

  1. customThe ice-bath was removed
  2. stirringthe mixture was stirred at room temperature overnight
  3. customThis reaction was quenched with the addition of 50 mL of water
  4. filtrationAn off white solid material was collected by filtration
  5. washwashed with water and hexane
  6. customdried

出典と根拠

ORDレコード
ord-16fa32c4ddd24861b6fbc9090946e6a9
出典データセット
uspto-grants-2013_02
特許番号
US08383624B2

反応ノート

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