1-Methylpiperazine → HCID 59631142, compound

HRID 1431613Notes

Reaction equation

HRID 1431613 reaction equation
Cl[C:2]1[C:11]([CH3:12])=[C:10]([Cl:13])[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=1.[CH3:16][N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>C(O)(C)C.CCOC(C)=O>[Cl:13][C:10]1[C:9]2[C:4](=[CH:5][C:6]([F:15])=[CH:7][C:8]=2[F:14])[N:3]=[C:2]([N:20]2[CH2:21][CH2:22][N:17]([CH3:16])[CH2:18][CH2:19]2)[C:11]=1[CH3:12]

Participants

5

Reactant 2

HCID 531671-MethylpiperazineHCID 596310402,4-Dichloro-5,7-difluoro-3-methylquinoline

Product 1

HCID 59631142HCID 59631142, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

The 2,4-dichloro-5,7-difluoro-3-methylquinoline (300 mg, 1.20 mmol) and 1-methylpiperazine (140 μL, 1.20 mmol) were slurried in isopropanol (2.4 mL) and heated in a microwave reactor at 100° C. for 6 h. The reaction was cooled to rt and the resulting plug was slurried in EtOAc and filtered to give 4-chloro-5,7-difluoro-3-methyl-2-(4-methylpiperazin-1-yl)quinoline. Mass Spectrum (ESI) m/e=312.1 (M+1).

Workup

  1. temperatureThe reaction was cooled to rt
  2. filtrationfiltered

Sources & evidence

ORD record
ord-10fd45b50ef2405f9de0c0a26e8d574f
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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