Acetyl chloride → cis-N-(2-{[7-(2,4-Dioxo-3-azabicyclo[3.1.0]hex-3-yl)-8-(2-fluorobenzyl)-5,6,7,8-tetrahydronaphthalen-2-yl]oxy}ethyl)-1-methyl-1H-imidazole-4-sulfonamide

HRID 82859ノート

反応式

HRID 82859 の反応式
[NH2:1][C@H:2]1[C@@H:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[F:19])[C:10]2[CH:9]=[C:8]([O:20][CH2:21][CH2:22][NH:23][S:24]([C:27]3[N:28]=[CH:29][N:30]([CH3:32])[CH:31]=3)(=[O:26])=[O:25])[CH:7]=[CH:6][C:5]=2[CH2:4][CH2:3]1.[C:33](Cl)(=[O:35])[CH3:34]>>[O:35]=[C:33]1[N:1]([C@H:2]2[C@@H:11]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:10]3[CH:9]=[C:8]([O:20][CH2:21][CH2:22][NH:23][S:24]([C:27]4[N:28]=[CH:29][N:30]([CH3:32])[CH:31]=4)(=[O:26])=[O:25])[CH:7]=[CH:6][C:5]=3[CH2:4][CH2:3]2)[C:8](=[O:20])[CH:7]2[CH:34]1[CH2:6]2

参加物

3

反応物 2

HCID 6367Acetyl chlorideHCID 86685677cis-N-(2-{[7-Amino-8-(2-fluorobenzyl)-5,6,7,8-tetrahydronaphthalen-2-yl]oxy}ethyl)-1-methyl-1H-imidazole-4-sulfonamide

生成物 1

HCID 86685678cis-N-(2-{[7-(2,4-Dioxo-3-azabicyclo[3.1.0]hex-3-yl)-8-(2-fluorobenzyl)-5,6,7,8-tetrahydronaphthalen-2-yl]oxy}ethyl)-1-methyl-1H-imidazole-4-sulfonamide

実験手順

cis-N-(2-{[7-Amino-8-(2-fluorobenzyl)-5,6,7,8-tetrahydronaphthalen-2-yl]oxy}ethyl)-1-methyl-1H-imidazole-4-sulfonamide (60 mg, 0.105 mmol) in acetyl chloride (2 mL, 28.1 mmol) was heated under reflux for 30 min. The acetyl chloride was evaporated in vacuo. The crude product dissolved in dichloromethane and washed successively with saturated sodium bicarbonate and saturated sodium chloride and dried (magnesium sulfate). The crude product was used for next step without further purification. Yield: 38 mg (colorless foam).

後処理

  1. temperatureunder reflux for 30 min
  2. customThe acetyl chloride was evaporated in vacuo
  3. dissolutionThe crude product dissolved in dichloromethane
  4. washwashed successively with saturated sodium bicarbonate and saturated sodium chloride
  5. dry with materialdried (magnesium sulfate)
  6. customThe crude product was used for next step without further purification

出典と根拠

ORDレコード
ord-fbbac4f7787b491abee8ea639e3c4434
出典データセット
uspto-grants-2014_09
特許番号
US08846741B2

反応ノート

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