반응 #716069

ord-9f939f9e76644f7f92fe918018868254

반응 방정식

COc1ccc2nc(Cl)ccc2c1
2-chloro-6-methoxyquinoline
N#Cc1ccc(B(O)O)s1
5-cyanothiophen-2-ylboronic acid
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
N#Cc1ccc(-c2ccc3cc(O)ccc3n2)s1
5-(6-hydroxyquinolin-2-yl)thiophene-2-carbonitrile

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the two step synthesis
  2. 2
    기타In step 2, after quenching w/ ice water
  3. 3
    추출a standard ethyl acetate extraction
  4. 4
    기타was preformed followed by purification by prep-TLC (PE:EA=1:1)

실험 절차

Followed the two step synthesis shown in Scheme 1 starting with 2-chloro-6-methoxyquinoline and 5-cyanothiophen-2-ylboronic acid, with minor variations: the base used in step 1 was sodium carbonate and the solvent was DME (dimethoxyethane)/water. In step 2, after quenching w/ ice water, a standard ethyl acetate extraction was preformed followed by purification by prep-TLC (PE:EA=1:1).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09315462B2uspto-grants-2016_04