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Dimethylamine → HCID 136352230, compound

HRID 1853280
Notes
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Reaction equation

HRID 1853280 reaction equation
C([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14](Br)[CH:15]=2)[O:10][C:9]([C:18]2[N:19]=[CH:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:8]1)(C)(C)C.[CH3:28][NH:29][CH3:30]>>[CH3:28][N:29]([CH3:30])[C:14]1[CH:15]=[C:16]2[C:11](=[CH:12][CH:13]=1)[O:10][C:9]([C:18]1[N:19]=[CH:20][C:21]3[C:26]([CH:27]=1)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:8][C:7]2=[N:6][OH:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 674DimethylamineHCID 86673027HCID 86673027, compound

Product 1

HCID 136352230HCID 136352230, compound

Procedure

6-dimethylamino-2-isoquinolin-3-yl-chromen-4-one oxime was prepared in 51% overall yield following the method described in example 35, starting from 6-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime and dimethylamine (2.0 M in tetrahydrofuran). The title compound was isolated as a pale yellow solid after purification by flash chromatography over silica gel (cyclohexane/ethyl acetate: 0-60%).

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-9919674427724fdcbe4793ab70a6d78e
Source dataset
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08962627B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes