Water → 2-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide

HRID 1028416ノート

反応式

HRID 1028416 の反応式
C([C:3]1[CH:8]=[C:7]([CH2:9][CH2:10][S:11](=[O:15])(=[O:14])[NH:12][CH3:13])[CH:6]=[CH:5][C:4]=1[NH:16][C:17](=O)[CH3:18])#C.CC(C)([O-])C.[K+].O.CCCCCCC>CN1CCCC1=O>[CH3:13][NH:12][S:11]([CH2:10][CH2:9][C:7]1[CH:6]=[C:5]2[C:4](=[CH:3][CH:8]=1)[NH:16][CH:17]=[CH:18]2)(=[O:14])=[O:15]

参加物

6

反応物 4

HCID 962WaterHCID 8900HeptaneHCID 23665647Potassium tert-butoxideHCID 53348247HCID 53348247、化合物

生成物 1

HCID 134757652-(1H-Indol-5-yl)-N-methylethane-1-sulfonamide

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
82.5 °C

実験手順

N-[2-ethynyl-4-(2-methylsulfamoyl-ethyl)-phenyl]-acetamide (100 g) was dissolved in N-methylpyrrolidone (900 ml) at 25° C. Potassium tert-butoxide (60 g) was added and the reaction mass was heated to 80-85° C. for 120-150 minutes. The reaction mass was cooled gradually to 25° C., water (3000 ml) was added and stirred for 30 minutes. The solution was extracted with ethyl acetate (2000 ml). The organic layer was dried over sodium sulfate and distilled under vacuum to obtain a residue. The residue was treated with heptane (300 ml) to obtain a solid which was filtered, washed with heptane and dried at 50-55° C. under vacuum to obtain the title compound. (Yield: 84 g, HPLC Purity: 98%)

後処理

  1. temperatureThe reaction mass was cooled gradually to 25° C.
  2. extractionThe solution was extracted with ethyl acetate (2000 ml)
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. distillationdistilled under vacuum
  5. customto obtain a residue
  6. customto obtain a solid which
  7. filtrationwas filtered
  8. washwashed with heptane
  9. customdried at 50-55° C. under vacuum

出典と根拠

ORDレコード
ord-41f7f9c1a4ad4f1886832cb473006193
出典データセット
uspto-grants-2014_05
特許番号
US08735589B2

反応ノート

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