Trifluoroacetic acid → 1-Ethynylcyclopropane-1-sulfonamide

HRID 420062Notes

Reaction equation

HRID 420062 reaction equation
C([NH:8][S:9]([C:12]1([C:15]#[CH:16])[CH2:14][CH2:13]1)(=[O:11])=[O:10])(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:15]([C:12]1([S:9]([NH2:8])(=[O:11])=[O:10])[CH2:14][CH2:13]1)#[CH:16]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57816689N-Boc-1-ethynyl-cyclopropanesulfonic acid amide

Product 1

HCID 575787321-Ethynylcyclopropane-1-sulfonamideYield 70%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of compound 81 (200 mg, 0.81 mmol) and TFA (0.3 mL) in DCM (5 mL) was stirred at room temperature for 16 hrs. The reaction mixture was concentrated under reduced pressure and the crude material was purified by chromatography on silica gel (MeOH/DCM) to yield compound 82 in 70% yield.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe crude material was purified by chromatography on silica gel (MeOH/DCM)

Sources & evidence

ORD record
ord-b1f34fdfd95b4beea33d28b680277221
Source dataset
uspto-grants-2012_01
Patent number
US08093379B2

Reaction notes

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