1-Methylpiperazine → HCID 14608784, compound

HRID 1650146Notes

Reaction equation

HRID 1650146 reaction equation
[F:1][C:2]1[C:3](F)=[CH:4][C:5]2[N:14]3[C:9]([CH:10]=[CH:11][CH:12]=[CH:13]3)=[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7](=[O:20])[C:6]=2[CH:21]=1.[CH3:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[F:1][C:2]1[C:3]([N:27]2[CH2:28][CH2:29][N:24]([CH3:23])[CH2:25][CH2:26]2)=[CH:4][C:5]2[N:14]3[C:9]([CH:10]=[CH:11][CH:12]=[CH:13]3)=[C:8]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:7](=[O:20])[C:6]=2[CH:21]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 14608782HCID 14608782, compound

Product 1

HCID 14608784HCID 14608784, compoundYield 79.1%

Conditions

Temperature
110 °C

Procedure

A mixture of 2.0 g of ethyl 8,9-difluoro-6-oxo-6H-benzo[c]quinolizine-5-carboxylate and 3.3 g of N-methylpiperazine was heated at 110° C. for 2 hours. The solvent was evaporated and the residue partitioned between water and dichloromethane. The organic layer was dried and the solvent removed giving 2.0 g of the desired product, mp 167°-170° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue partitioned between water and dichloromethane
  3. customThe organic layer was dried
  4. customthe solvent removed

Sources & evidence

ORD record
ord-377d4b359e71484aad1f77be66ae50f3
Source dataset
uspto-grants-1990_05
Patent number
US04923868

Reaction notes

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