Ethylboronic acid → 7-Ethyl-6-fluoro-2-[(4-methoxyphenyl)methyl]isoquinolin-1(2H)-one

HRID 1930226Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[C:12]1C=CC=C[CH:13]=1)[C:8](=[O:18])[N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)[CH:6]=[CH:5]2.BrC1C=C2C(C=CN(CC3C=CC(OC)=CC=3)C2=O)=CC=1F.C(B(O)O)C>>[CH2:12]([C:11]1[CH:10]=[C:9]2[C:4]([CH:5]=[CH:6][N:7]([CH2:19][C:20]3[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=3)[C:8]2=[O:18])=[CH:3][C:2]=1[F:1])[CH3:13]

Participants

Reactant 3

HCID 521157Ethylboronic acid

HCID 576525476-Fluoro-2-[(4-methoxyphenyl)methyl]-7-phenylisoquinolin-1(2H)-one

HCID 598182577-bromo-6-fluoro-2-(4-methoxybenzyl)isoquinolin-1(2H)-one

Product 1

HCID 598182587-Ethyl-6-fluoro-2-[(4-methoxyphenyl)methyl]isoquinolin-1(2H)-one

Procedure

The title compound was synthesized following the method described for 6-fluoro-2-(4-methoxy-benzyl)-7-phenyl-2H-isoquinolin-1-one (315) starting from 7-bromo-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (313) and ethylboronic acid. Rt=1.69 min (Method C). Detected mass: 312.4 (M+H+).

Sources & evidence

ORD record: ord-9978421e356247dd86182055ee988a16
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188117B2

Reaction notes

Loading…