1-(3-Aminopropyl)-4-methylpiperazine → HCID 136352232, compound

HRID 1853283Notes

Reaction equation

HRID 1853283 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][N:29]1[CH2:34][CH2:33][N:32]([CH2:35][CH2:36][CH2:37][NH2:38])[CH2:31][CH2:30]1>>[CH:20]1[C:21]2[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:27]=[C:18]([C:9]2[O:10][C:11]3[C:16]([C:7](=[N:6][OH:5])[CH:8]=2)=[CH:15][C:14]([NH:38][CH2:37][CH2:36][CH2:35][N:32]2[CH2:31][CH2:30][N:29]([CH3:28])[CH2:34][CH2:33]2)=[CH:13][CH:12]=3)[N:19]=1

Participants

3

Reactant 2

HCID 783281-(3-Aminopropyl)-4-methylpiperazineHCID 86673027HCID 86673027, compound

Product 1

HCID 136352232HCID 136352232, compound

Procedure

2-isoquinolin-3-yl-6-[3-(4-methyl-piperazin-1-yl)-propylamino]-chromen-4-one oxime was prepared in 85% overall yield using the method described in examples 35 and 35A, starting from 6-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (example 4B) and 3-(4-methyl-piperazin-1-yl)-propylamine. The title compound was isolated as a yellow solid and as a 95/5 mixture of Z/E oxime isomers.

Workup

  1. customoverall yield

Sources & evidence

ORD record
ord-10657998cf4144678ba09f795cc7d8b2
Source dataset
uspto-grants-2015_02
Patent number
US08962627B2

Reaction notes

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