1-Methylpiperazine → HCID 19842247, compound

HRID 1638345Notes

Reaction equation

HRID 1638345 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=[O:25])[N:7]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)[CH:8]2[CH2:11][C:12]([O:14]CC)=O)=[CH:4][CH:3]=1.[CH3:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>O>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5](=[CH:4][CH:3]=1)[C:6](=[O:25])[N:7]([C:17]1[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=1)[CH:8]2[CH2:11][C:12]([N:30]1[CH2:31][CH2:32][N:27]([CH3:26])[CH2:28][CH2:29]1)=[O:14]

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 13935114HCID 13935114, compound

Product 1

HCID 19842247HCID 19842247, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 6-chloro-3-oxo-2-(4-methoxyphenyl)isoindoline-1-acetate (1.0 g) and N-methylpiperazine (1.3 g) was heated at 110° C. for 4 hours in an nitrogen stream. After cooling, water (40 ml) was added to the reaction mixture and crystals separated were collected by filtration, washed with water and then dried. Recrystallization from ether gave 5-chloro-2-(4-methoxyphenyl)-3-(4-methylpiperazin-1-yl)carbonylmethylisoindolin-1-one (1.0 g). The product was identified with the compound No. 13 in Table 5 and melted at 169°-171° C.

Workup

  1. temperatureAfter cooling
  2. customseparated
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried
  6. customRecrystallization from ether

Sources & evidence

ORD record
ord-a8becf2debab474e9f197eea2001ed90
Source dataset
uspto-grants-1989_11
Patent number
US04879293

Reaction notes

Loading…