Hydrazine hydrate (1:1) → HCID 69381849、化合物

HRID 524349ノート

反応式

HRID 524349 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[S:20]([CH3:23])(=[O:22])=[O:21])[CH2:5][N:6]1C(=O)C2C(=CC=CC=2)C1=O.O.NN>CO.ClCCl>[F:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[S:20]([CH3:23])(=[O:22])=[O:21])[CH2:5][NH2:6]

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 867116022-(3-Fluoro-4-methylsulfonyl-benzyl)-isoindole-1,3-dione

生成物 1

HCID 69381849HCID 69381849、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
60 °C

実験手順

The purified intermediate 2-(3-fluoro-4-methylsulfonyl-benzyl)-isoindole-1,3-dione (5.50 g, 15.6 mmol) is dissolved in a mixture of methanol (250 mL) and dichloromethane (250 mL). Hydrazine hydrate (4.6 g, 78.4 mmol) is added, and the mixture is stirred at 60° C. for 3 h. The mixture is filtered, and the filtrate is treated with water. The mixture is extracted with ethyl acetate, and the organic layer is dried over Na2SO4 and concentrated under reduced pressure. The residue is purified by preparative reversed-phase HPLC (Luna C18 250*50 mm, gradient of acetonitrile in water, 0.1% TFA). Yield: 3.1 g (81% of theory); ESI mass spectrum: [M+H]+=204; Retention time HPLC: 0.17 min (X012_S01).

後処理

  1. filtrationThe mixture is filtered
  2. additionthe filtrate is treated with water
  3. extractionThe mixture is extracted with ethyl acetate
  4. dry with materialthe organic layer is dried over Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by preparative reversed-phase HPLC (Luna C18 250*50 mm, gradient of acetonitrile in water, 0.1% TFA)
  7. custom0.17 min (X012_S01)

出典と根拠

ORDレコード
ord-b8e9dfaf4230490382e25d375f1dac02
出典データセット
uspto-grants-2016_05
特許番号
US09340507B2

反応ノート

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