Potassium Carbonate → Acetic acid 2-[cyclopropyl-(propane-1-sulfonyl)-amino]ethyl ester

HRID 1044536Notes

Reaction equation

HRID 1044536 reaction equation
[CH:1]1([NH:4][S:5]([CH2:8][CH2:9][CH3:10])(=[O:7])=[O:6])[CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:18][CH2:19][O:20][C:21](=[O:23])[CH3:22]>CC(C)=O>[CH:1]1([N:4]([S:5]([CH2:8][CH2:9][CH3:10])(=[O:7])=[O:6])[CH2:18][CH2:19][O:20][C:21](=[O:23])[CH3:22])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 135641-Acetoxy-2-bromoethaneHCID 59547736Propane-1-Sulfonic Acid Cyclopropyl Amide

Product 1

HCID 59547802Acetic acid 2-[cyclopropyl-(propane-1-sulfonyl)-amino]ethyl esterYield 85.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of propane-1-sulfonic acid cyclopropyl amide (1.3 g, 8 mmol), K2CO3 (2.4 g, 14.4 mmol) and acetic acid 2-bromo-ethyl ester (9.5 g, 16 mmol) mmol) in 10 ml acetone was heated for 6 h to 120° C. in the microwave (Biotage). After cooling the mixture was filtered and the solvent evaporated to obtain 1.7 g of product as an oil which was used without further purification in the next step.

Workup

  1. temperaturewas heated for 6 h to 120° C. in the microwave (Biotage)
  2. temperatureAfter cooling the mixture
  3. filtrationwas filtered
  4. customthe solvent evaporated

Sources & evidence

ORD record
ord-950dff338afe416ea810126cfd9e5322
Source dataset
uspto-grants-2013_10
Patent number
US08563617B2

Reaction notes

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