반응 #2186196

ord-7bf38d6564274c56ade1ccc0df8fc41b

반응 방정식

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
수율 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
수율 67.4%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도refluxed for 18 h
  2. 2
    기타to reach room temperature
  3. 3
    여과the precipitate filtered
  4. 4
    세척washed with acetonitrile
  5. 5
    기타dried under high vacuum

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07569337B2uspto-grants-2009_08