Реакция #2186196

ord-7bf38d6564274c56ade1ccc0df8fc41b

Уравнение реакции

O=Cc1cc2c(cc1O)N(CCF)CCC2
1-(2-Fluoro-ethyl)-7-hydroxy-1,2,3,4-tetrahydro-quinoline-6-carbaldehyde
COC(=O)Cc1cn2cc(Cl)ccc2n1
(6-chloro-imidazo[1,2-a]pyridin-2-yl)-acetic acid methyl ester
C1CCNCC1
piperidine
O=c1oc2cc3c(cc2cc1-c1cn2cc(Cl)ccc2n1)CCCN3CCF
desired product
Выход 67.4%
O=c1oc2cc3c(cc2cc1-c1cn2cc(Cl)ccc2n1)CCCN3CCF
3-(6-Chloro-imidazo[1,2-a]pyridin-2-yl)-8-(2-fluoro-ethyl)-5,6,7,8-tetrahydro-1-oxa-8-aza-anthracen-2-one
Выход 67.4%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураrefluxed for 18 h
  2. 2
    Другоеto reach room temperature
  3. 3
    Фильтрацияthe precipitate filtered
  4. 4
    Промывкаwashed with acetonitrile
  5. 5
    Другоеdried under high vacuum

Методика

200 mg (0.896 mmol) 1-(2-Fluoro-ethyl)-7-hydroxy-1,2,3,4-tetrahydro-quinoline-6-carbaldehyde and 201 mg (1 eq.) (6-chloro-imidazo[1,2-a]pyridin-2-yl)-acetic acid methyl ester in 6 mL benzene and 3 mL acetonitrile are treated with 0.177 mL (2 eq.) piperidine and refluxed for 18 h. The reaction mixture is allowed to reach room temperature and the precipitate filtered, washed with acetonitrile and dried under high vacuum to yield 240 mg (67%) of desired product as a yellow powder.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07569337B2uspto-grants-2009_08