Реакция #84077

ord-6178de1259364f1bb8b234f5c5a7bd23

Уравнение реакции

N#Cc1ccc(B(O)O)c(F)c1
4-cyano-2-fluorophenylboronic acid
O=c1[nH]c(-c2ccc(-c3ccc4cc(O)ccc4n3)cc2F)no1
Compound 20
O=c1[nH]c(-c2ccc(-c3ccc4cc(O)ccc4n3)cc2F)no1
3-(2-fluoro-4-(6-hydroxyquinolin-2-yl)phenyl)-1,2,4-oxadiazol-5(4H)-one
Oc1ccc2nc(Cl)ccc2c1
2-chloroquinolin-6-ol
Oc1ccc2nc(Cl)ccc2c1
Intermediate 2
Oc1ccc2nc(Cl)ccc2c1
2-chloroquinolin-6-ol
O=c1[nH]c(-c2ccc(-c3ccc4cc(O)ccc4n3)c(F)c2)no1
3-(3-fluoro-4-(6-hydroxyquinolin-2-yl)phenyl)-1,2,4-oxadiazol-5(4H)-one

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

Followed procedure described for Compound 20 in Example 20 starting from 2-chloroquinolin-6-ol (Intermediate 2) and 4-cyano-2-fluorophenylboronic acid. 1H NMR (DMSO-d6, 300 MHz): δ 10.22 (1H, s), 8.27-8.33 (2H, m), 7.97 (1H, d, J=9 Hz), 7.77-7.82 (2H, m), 7.39 (1H, dd, J=3, 9 Hz), 7.21 (1H, d, J=3 Hz) ppm. MS (ESI): m/z 324.0 [M+1]+.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09433618B2uspto-grants-2016_09