Potassium Carbonate → HCID 58906317, compound

HRID 1294767Notes

Reaction equation

HRID 1294767 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-c0eda6a25f7a43eb9cee7a97b63ac3ca
Source dataset
uspto-grants-2007_07
Patent number
US07241761B2

Reaction notes

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