HCID 19377396, compound → HCID 19377392, compound

HRID 2210749Notes

Reaction equation

HRID 2210749 reaction equation
[C:1]([O:4][CH:5]([C:8]1[C:13]([S:14]([NH:17]C(C)(C)C)(=[O:16])=[O:15])=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:6][F:7])(=[O:3])[CH3:2]>FC(F)(F)C(O)=O>[C:1]([O:4][CH:5]([C:8]1[C:13]([S:14]([NH2:17])(=[O:15])=[O:16])=[CH:12][CH:11]=[CH:10][N:9]=1)[CH2:6][F:7])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 19377396HCID 19377396, compound

Product 1

HCID 19377392HCID 19377392, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

5.3 g of 2-(1-acetoxy-2-fluoroethyl)-N-t-butyl-3-pyridinesulfonamide is added to 20 ml of trifluoroacetic acid and allowed to stir at room temperature for 12 hours. The acid is evaporated and the residual oil is taken up in CH2Cl2. The solution is washed with sat. aq. NaHCO3, dried (MgSO4), evaporated and the crude solid product is crystallized from ethyl acetate and n-haxane; 3.1 g (Yield: 71%).

Workup

  1. customThe acid is evaporated
  2. washThe solution is washed with sat. aq. NaHCO3
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customthe crude solid product is crystallized from ethyl acetate and n-haxane

Sources & evidence

ORD record
ord-8232ab2026f74f47be0bcc0bc964d28d
Source dataset
uspto-grants-1995_10
Patent number
US05461026

Reaction notes

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