تفاعل #1042

ord-7acdd14915da464f89faabd34f59b6eb

معادلة التفاعل

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
المردود 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
المردود 10.7%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723470uspto-grants-1998_03