Trifluoroacetic acid → 1-Ethynylcyclopropane-1-sulfonamide

HRID 1675424Notes

Reaction equation

HRID 1675424 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-a8325344332548a1a64e8bf36c3da0b4
Source dataset
uspto-grants-2011_08
Patent number
US08003659B2

Reaction notes

Loading…