Hydrazine → HCID 67118437, compound

HRID 1895938Notes

Reaction equation

HRID 1895938 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([S:9]([N:12]2[CH2:16][CH2:15][C@H:14]([O:17][N:18]3C(=O)C4C(=CC=CC=4)C3=O)[CH2:13]2)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.NN>C(O)C>[F:30][C:2]([F:1])([F:29])[C:3]1[CH:4]=[C:5]([S:9]([N:12]2[CH2:16][CH2:15][C@H:14]([O:17][NH2:18])[CH2:13]2)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67118450HCID 67118450, compound

Product 1

HCID 67118437HCID 67118437, compoundYield 90.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of (S)-2-(1-(3-(trifluoromethyl)phenylsulfonyl)pyrrolidin-3-yloxy)isoindoline-1,3-dione (3.74 g, 8.40 mmol) and hydrazine solution (0.373 g, 9.3 mmol) in ethanol (16 ml) was stirred at room temperature for 1 hour. The reaction mixture was concentrated in vacuo, the resulting solid was filtered off and washed with diethyl ether (30 ml), and the filtrate was concentrated in vacuo to give (S)—O-(1-(3-(trifluoromethyl)phenylsulfonyl)pyrrolidin-3-yl)hydroxylamine (2.37 g, 90%) as greenish oil.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. filtrationthe resulting solid was filtered off
  3. washwashed with diethyl ether (30 ml)
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-acce5ff0019b436188d44c05189cc47a
Source dataset
uspto-grants-2013_08
Patent number
US08518934B2

Reaction notes

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