4-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]-3-quinolinecarbonitrile → HCID 86610057, compound

HRID 499133Notes

Reaction equation

HRID 499133 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH2:25][CH2:26][CH2:27][N:28]3[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][C:13]=1[C:35]#[N:36]>CO>[CH3:5][O-:9].[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH3:10])=[CH:4][C:3]=1[NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([O:24][CH2:25][CH2:26][CH2:27][N:28]3[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]3)=[C:19]([O:22][CH3:23])[CH:20]=2)[N:15]=[CH:14][C:13]=1[C:35]#[N:36]

Participants

3

Reactant 1

HCID 53289404-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]-3-quinolinecarbonitrile

Product 1

HCID 86610057HCID 86610057, compoundYield 157%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]-3-quinolinecarbonitrile (10 g) and 200 mL of methanol were heated to 65° C. and held with stirring for 30 minutes. The hot mixture was cooled to room temperature and filtered. The material obtained was washed with 80 mL MeOH and dried in vacuo to give 8.31 g of 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(4-methyl-1-piperazinyl)propoxy]-3-quinolinecarbonitrile methanolate Form VI by XRD scans.

Workup

  1. filtrationfiltered
  2. customThe material obtained
  3. washwas washed with 80 mL MeOH
  4. customdried in vacuo

Sources & evidence

ORD record
ord-df32862bd45340acb1663c83d15d3467
Source dataset
uspto-grants-2010_08
Patent number
US07767678B2

Reaction notes

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