3-Fluorobenzyl bromide → 6-bromo-1-(3-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Reaction equation

[Br:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[C:10]([C:11]#[N:12])[C:5]2=[CH:4][CH:3]=1.Br[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=1>>[Br:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[CH:16]=3)[CH:9]=[C:10]([C:11]#[N:12])[C:5]2=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 680073-Fluorobenzyl bromide

HCID 730128926-bromo-1H-pyrrolo(2,3-b)pyridine-3-carbonitrile

Product 1

HCID 904084806-bromo-1-(3-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

Procedure

The title compound was prepared as described in Example 28A using 6-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile in place of 6-bromo-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile and using 1-(bromomethyl)-3-fluorobenzene in place of 4-(bromomethyl)tetrahydro-2H-pyran.

Sources & evidence

ORD record: ord-f83eb6eb411b4d3d845b5a8b9df60c5b
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08969375B2

Reaction notes

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