Potassium Carbonate → HCID 58906317, compound

HRID 33147Notes

Reaction equation

HRID 33147 reaction equation
Cl[C:2]1[O:3][C:4]2[CH:10]=[CH:9][C:8]([S:11]([CH2:14][CH3:15])(=[O:13])=[O:12])=[CH:7][C:5]=2[N:6]=1.[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][N:26]([C:2]2[O:3][C:4]3[CH:10]=[CH:9][C:8]([S:11]([CH2:14][CH3:15])(=[O:13])=[O:12])=[CH:7][C:5]=3[N:6]=2)[CH2:25][CH2:24]1)=[O:22])([CH3:19])([CH3:17])[CH3:18]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 589063162-Chloro-5-(ethylsulfonyl)benzoxazole

Product 1

HCID 58906317HCID 58906317, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 8.1 mmol of 2-chloro-5-ethanesulfonyl-benzoxazole, 8.3 mmol piperazine-1-carboxylic acid tert-butyl ester and 9.8 mmol of potassium carbonate in 20 ml of acetonitrile was refluxed for 16 hours. The reaction mixture was cooled, concentrated in vacuo and treated with 50 ml water. Extraction with ethyl acetate and recrystallisation from a concentrated ethyl acetate solution yielded the title compound as a brownish solid.

Workup

  1. temperaturewas refluxed for 16 hours
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated in vacuo
  4. additiontreated with 50 ml water
  5. extractionExtraction
  6. customwith ethyl acetate and recrystallisation from a concentrated ethyl acetate solution

Sources & evidence

ORD record
ord-c66de72dd5c24a178e3562bac8d3ded9
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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