Epichlorohydrin → HCID 74826701, compound

HRID 1170885Notes

Reaction equation

HRID 1170885 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:17]2[C:8]3[CH:9]=[N:10][C:11]4[C:16]([C:7]=3[C:6](=[N:20][OH:21])[C:5]=2[CH:4]=1)=[CH:15][CH:14]=[CH:13][CH:12]=4.Cl[CH2:23][CH2:24][N:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1.Cl.COC1C=CC2C3C(N4CCNCC4)=NC4C(C=3C(=O)C=2C=1)=CC=CC=4.C(C1OC1)Cl>>[N:25]1([CH2:24][CH2:23][O:21][N:20]=[C:6]2[C:7]3[C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[N:10]=[CH:9][C:8]=3[C:17]3[CH:18]=[CH:19][C:3]([O:2][CH3:1])=[CH:4][C:5]2=3)[CH2:29][CH2:28][CH2:27][CH2:26]1

Participants

5

Reactant 4

HCID 7835EpichlorohydrinHCID 816681-(2-Chloroethyl)pyrrolidine hydrochlorideHCID 242059869-Methoxy-6-(piperazin-1-yl)-11H-indeno[1,2-c]quinolin-11-oneHCID 178487252HCID 178487252, compound

Product 1

HCID 74826701HCID 74826701, compound

Procedure

9-methoxy-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime (6aa) was prepared substantially according to the procedures as set forth in the above Synthesis Example 18, except that compound 6a and 1-(2-chloroethyl)pyrrolidine·HCl were used in place of compound 5x and epichlorohydrin, respectively, giving the title compound at a yield of 56%.

Workup

  1. custom9-methoxy-11H-indeno[1,2-c]quinolin-11-one O-2-(pyrrolidin-1-yl)ethyl oxime (6aa) was prepared substantially

Sources & evidence

ORD record
ord-50e8189c017e4679878ecce60cd73d85
Source dataset
uspto-grants-2010_11
Patent number
US07829567B2

Reaction notes

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