3-Fluorophenylboronic acid → 5-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

Reaction equation

Br[C:2]1[CH:3]=[C:4]2[CH2:10][C:9](=[O:11])[NH:8][C:5]2=[N:6][CH:7]=1.[F:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1>>[F:12][C:13]1[CH:18]=[C:17]([C:2]2[CH:3]=[C:4]3[CH2:10][C:9](=[O:11])[NH:8][C:5]3=[N:6][CH:7]=2)[CH:16]=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 27339863-Fluorophenylboronic acid

HCID 155040625-bromo-1H,2H,3H-pyrrolo(2,3-b)pyridin-2-one

Product 1

HCID 469120855-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-oneYield 32%

Procedure

The title compound was prepared in 32% yield according to the procedure described in Example 2, starting from 5-bromo-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one (prepared according to the procedure described in WO2003082868, Page 33) and 3-fluoro-phenyl boronic acid. 1H NMR is the same as the one reported in WO2003082868, page 34.

Workup

customprepared

Sources & evidence

ORD record: ord-381618189eea48a79589aaa20fb785d6
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07348432B2

Reaction notes

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