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N-(6-formyl-1-isoquinolinyl)benzamide → N-(7-Formylisoquinolinyl)benzamide

HRID 636925
Notes
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Reaction equation

HRID 636925 reaction equation
Br[C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[NH:12][C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.[CH:21](C1C=C2C(=CC=1)C(NC(=O)C1C=CC=CC=1)=NC=C2)=[O:22]>>[CH:21]([C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[NH:12][C:13](=[O:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1)=[O:22]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 22665740N-(6-formyl-1-isoquinolinyl)benzamideHCID 22665843N-(7-bromo-1-isoquinolinyl)benzamide

Product 1

HCID 22665912N-(7-Formylisoquinolinyl)benzamide

Procedure

N-(7-Formylisoquinolinyl)benzamide was prepared from 37e using the procedure described for 1f but was not purified using column chromatography. The crude aldehyde was transformed into the title compound using the procedure described for 1g folowed by purification using column chromatography on silica gel (toluene/ethyl acetate: 2/1). M.p. 137.5-139.0° C.

Workup

  1. customwas not purified
  2. customfolowed by purification

Sources & evidence

ORD record
ord-f7eb607703474c3c8416107c8624842f
Source dataset
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06194409B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes