Reaktion #1042

ord-7acdd14915da464f89faabd34f59b6eb

Reaktionsgleichung

O=C(Cl)CC(F)=C(F)F
3,4,4-trifluoro-3-butenoyl chloride
COc1cc(OC)nc(N)n1
2-amino-4,6-dimethoxypyrimidine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COc1cc(OC)nc(NC(=O)CC(F)=C(F)F)n1
title compound
Ausbeute 10.7%
COc1cc(OC)nc(NC(=O)CC(F)=C(F)F)n1
2-(3,4,4-trifluoro-1-oxo-3-butenyl)amino-4,6-dimethoxy-pyrimidine
Ausbeute 10.7%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGThe reaction mixture was stirred in cold for 10 min
  2. 2
    WaschenThe organic layer was washed with 3N HCl (2×25 mL), saturated sodium bicarbonate (25 mL) and brine
  3. 3
    Sonstigedried
  4. 4
    SonstigeEvaporation of the solvent

Vorschrift

To an ice-cooled stirred suspension of 2-amino-4,6-dimethoxypyrimidine (1.55 g, 10 mmol) in dichloromethane (50 mL) and potassium carbonate (2.76 g, 20 mmol) in water (20 mL) was added 3,4,4-trifluoro-3-butenoyl chloride (3.17 g, 20 mmol). The reaction mixture was stirred in cold for 10 min and at r.t. for 15 min. The organic layer was washed with 3N HCl (2×25 mL), saturated sodium bicarbonate (25 mL) and brine, and dried. Evaporation of the solvent gave 0.296 g (10%) of the title compound as a white solid. m.p. 127°-130° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723470uspto-grants-1998_03