4-Fluoroaniline → 2,3-Dibromo-1-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

HRID 642495Notes

Reaction equation

HRID 642495 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:25])=[C:8]2[C:14]([Br:15])=[C:13]([Br:16])[N:12]([C:17]3[CH:22]=[CH:21][C:20](OC)=[CH:19][CH:18]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2].[F:26]C1C=CC(N)=CC=1>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([OH:25])=[C:8]2[C:14]([Br:15])=[C:13]([Br:16])[N:12]([C:17]3[CH:22]=[CH:21][C:20]([F:26])=[CH:19][CH:18]=3)[C:9]2=[CH:10][N:11]=1)=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 97314-FluoroanilineHCID 684287802,3-Dibromo-4-hydroxy-1-(4-methoxy-phenyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 684278782,3-Dibromo-1-(4-fluoro-phenyl)-4-hydroxy-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester

Procedure

Prepared similarly according to a reaction sequence in Example 138 steps (a) and (b) for the synthesis of 2,3-dibromo-4-hydroxy-1-(4-methoxy-phenyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester starting from 4-fluoroaniline. The title compound, ESI MS (m/z): 457 (M+H)+.

Workup

  1. customPrepared similarly

Sources & evidence

ORD record
ord-069eb81049eb4174aea5b1e11fd3e81e
Source dataset
uspto-grants-2010_04
Patent number
US07696223B2

Reaction notes

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