Reacción #1435731

ord-7054545e715948659e3fcd2f805a7e49

Ecuación de reacción

Cl
hydrochloric acid
O
water
O
water
CCOC(=O)CC(=O)Cc1c(F)cccc1Cl
ethyl (2-chloro-6-fluorophenyl)acetoacetate
Cl.Nc1ncc[nH]1
aminoimidazole hydrochloride
C1CN=C2CCCN2C1
1,5-diazabicyclo[4.3.0]-5-nonene
Cc1nc2nccn2c(O)c1-c1c(F)cccc1Cl
5-hydroxy-6-(2-chloro-6-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato cool
  2. 2
    Filtraciónthe precipitate was filtered

Procedimiento

A mixture of 1.29 g of ethyl (2-chloro-6-fluorophenyl)acetoacetate, 0.60 g of aminoimidazole hydrochloride, 1.24 g of 1,5-diazabicyclo[4.3.0]-5-nonene (DBN) and 5 ml of N,N-dimethylformamide was heated at 100° C. for 14 hours. The reaction mixture was allowed to cool, and chloroform and water were added thereto. To the separated water layer, conc. hydrochloric acid was added and the precipitate was filtered, which was followed to subject to silica gel chromatography to give 0.16 g of 5-hydroxy-6-(2-chloro-6-fluorophenyl)-7-methylimidazo[1,2-a]pyrimidine.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07211545B2uspto-grants-2007_05