Epichlorohydrin → HCID 74826623, compound

HRID 1170882Notes

Reaction equation

HRID 1170882 reaction equation
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:23]2[C:8]3[C:9]([N:17]4[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]4)=[N:10][C:11]4[C:16]([C:7]=3[C:6](=[N:26][OH:27])[C:5]=2[CH:4]=1)=[CH:15][CH:14]=[CH:13][CH:12]=4.[CH3:28][N:29]([CH3:33])[CH2:30][CH2:31]Cl.Cl.COC1C=CC2C3C(N4CCNCC4)=NC4C(C=3C(=O)C=2C=1)=CC=CC=4.C(C1OC1)Cl>>[CH3:28][N:29]([CH3:33])[CH2:30][CH2:31][O:27][N:26]=[C:6]1[C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[N:10]=[C:9]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[C:8]=2[C:23]2[CH:24]=[CH:25][C:3]([O:2][CH3:1])=[CH:4][C:5]1=2

Participants

5

Reactant 4

HCID 7835EpichlorohydrinHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 242059869-Methoxy-6-(piperazin-1-yl)-11H-indeno[1,2-c]quinolin-11-oneHCID 178487251HCID 178487251, compound

Product 1

HCID 74826623HCID 74826623, compound

Procedure

9-Methoxy-6-(piperazin-1-yl)-11H-indeno[1,2-c]quinolin-11-one O-2-(dimethylamino)ethyl oxime (6r) was prepared substantially according to the procedures as set forth in the above Synthesis Example 18, except that compound 6p and 2-dimethylaminoethyl chloride·HCl were used in place of compound 5x and epichlorohydrin, respectively, giving the title compound at a yield of 45%.

Workup

  1. custom9-Methoxy-6-(piperazin-1-yl)-11H-indeno[1,2-c]quinolin-11-one O-2-(dimethylamino)ethyl oxime (6r) was prepared substantially

Sources & evidence

ORD record
ord-10209a86e74842d2acef8ac0f3bfba0d
Source dataset
uspto-grants-2010_11
Patent number
US07829567B2

Reaction notes

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