Thiomorpholine 1,1-dioxide → HCID 118276755, compound

HRID 530642Notes

Reaction equation

HRID 530642 reaction equation
[NH:1]1[CH2:6][CH2:5][S:4](=[O:8])(=[O:7])[CH2:3][CH2:2]1.[F:9][C:10]([F:15])([F:14])[C@@H:11]1[CH2:13][O:12]1>C(#N)C>[O:7]=[S:4]1(=[O:8])[CH2:5][CH2:6][N:1]([CH2:13][C@H:11]([OH:12])[C:10]([F:15])([F:14])[F:9])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 7171781(2S)-2-(Trifluoromethyl)oxirane

Product 1

HCID 118276755HCID 118276755, compoundYield 32.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In a 2 ml vial, thiomorpholine 1,1-dioxide (200 mg, 1.48 mmol) was combined with acetonitrile (5.33 ml) to give a colorless solution. (S)-2-(trifluoromethyl)oxirane (332 mg, 257 μl, 2.96 mmol) was added and the resultant mixture was stirred at room temperature for 2 h. The crude reaction mixture was concentrated in vacuo to afford 120 mg of (S)-3-(1,1-dioxo-1λ6-thiomorpholin-4-yl)-1,1,1-trifluoro-propan-2-ol as an oil, which was used without further purification.

Workup

  1. customto give a colorless solution
  2. customThe crude reaction mixture
  3. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-d4f6f3867b0f47a2b87428da87d855d7
Source dataset
uspto-grants-2016_05
Patent number
US09353096B2

Reaction notes

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