Réaction #619113

ord-dbbd0503bdd04ceab792a1e57e250e34

Équation de réaction

Nc1ncc(C=O)s1
2-Amino-5-formylthiazole
O=C(n1ccnc1)n1ccnc1
carbonyldiimidazole
C1CCC(NC2CCCCC2)CC1
dicyclohexylamine
O=Cc1cnc(NC(=O)N(C2CCCCC2)C2CCCCC2)s1
1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    ConcentrationThe reaction mixture was concentrated
  2. 2
    Autrethe crude product was purified by flash chromatography (silica, CH2Cl2-EtOAc, 4:1)

Mode opératoire

2-Amino-5-formylthiazole (215 mg, 1.67 mmol), carbonyldiimidazole (275 mg, 1.70 mmol) and a catalytic amount of DMAP were heated together in 5 mL THF at 40° C. for 2 h. To this solution was added dicyclohexylamine (0.34 mL, 1.70 mmol) and the reaction mixture was stirred for an additional 6 h at room temperature. The reaction mixture was concentrated and the crude product was purified by flash chromatography (silica, CH2Cl2-EtOAc, 4:1) to obtain 1,1-dicyclohexyl-3-(5-formyl-thiazol-2-yl)-urea.

Source

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