Réaction #619083

ord-dcf5ebbe7d3e40ecb5e3a5bbd7e135a5

Équation de réaction

C1CCC(NC2CCCCC2)CC1
Dicyclohexylamine
Nc1nccs1
aminothiazole
O=C(n1ccnc1)n1ccnc1
carbonyldiimidazole
O=C(Nc1nccs1)N(C1CCCCC1)C1CCCCC1
title product
O=C(Nc1nccs1)N(C1CCCCC1)C1CCCCC1
1,1-Dicyclohexyl-3-thiazol 2 yl urea

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGthe reaction stirred overnight at room temperature
  2. 2
    Lavagewashed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL)
  3. 3
    Séchagedried over magnesium sulphate
  4. 4
    Concentrationconcentrated in vacuo
  5. 5
    Autrethe residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min)

Mode opératoire

To a solution of aminothiazole (50 mg, 0.5 mmol) in dichloromethane was added carbonyldiimidazole (81 mg, 0.5 mmol) and the solution stirred 2 h at room temperature. Dicyclohexylamine (1 eq) was then added and the reaction stirred overnight at room temperature. The reaction mixture is then diluted with ethyl acetate (8 mL), washed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL), dried over magnesium sulphate, concentrated in vacuo, and the residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min) to give the title product (52 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: USRE045183E1uspto-grants-2014_10