Epichlorohydrin → HCID 178487254, compound

HRID 1170886Notes

Reaction equation

HRID 1170886 reaction equation
[OH:1][C:2]1[C:11]2[C:12]3[CH:13]=[CH:14][C:15]([O:21][CH3:22])=[CH:16][C:17]=3[C:18](=[N:19][OH:20])[C:10]=2[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.Cl[CH2:24][CH2:25][N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1.Cl.COC1C=CC2C3C(N4CCNCC4)=NC4C(C=3C(=O)C=2C=1)=CC=CC=4.C(C1OC1)Cl>>[N:26]1([CH2:25][CH2:24][O:20][N:19]=[C:18]2[C:10]3[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[N:3]=[C:2]([OH:1])[C:11]=3[C:12]3[CH:13]=[CH:14][C:15]([O:21][CH3:22])=[CH:16][C:17]2=3)[CH2:30][CH2:29][CH2:28][CH2:27]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 178487253HCID 178487253, compound

Product 1

HCID 178487254HCID 178487254, compoundYield 46%

Procedure

6-Hydroxy-9-methoxy-11H-indeno[1,2-c]quinolin-11-one O-2-pyrrolidin-1-yl)ethyl oxime (6bb) was prepared substantially according to the procedures as set forth in the above Synthesis Example 18, except that compound 6c and 1-(2-chloroethyl)pyrrolidine·HCl were used in place of compound 5x and epichlorohydrin, respectively, giving the title compound at a yield of 46%.

Sources & evidence

ORD record
ord-95d66d54a2b241d1ba10dcb3ff25fc7f
Source dataset
uspto-grants-2010_11
Patent number
US07829567B2

Reaction notes

Loading…