Dimethylamine → HCID 136352230, compound
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]Participants
3
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
- customoverall yield
Sources & evidence
- ORD record
- ord-9919674427724fdcbe4793ab70a6d78e
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08962627B2
Reaction notes
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