1-Methylpiperazine → HCID 19842247, compound

HRID 280545Notes

Reaction equation

HRID 280545 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-12169c8d958049bc8d23f53cc7e60184
Source dataset
uspto-grants-1986_05
Patent number
US04590189

Reaction notes

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