Maleic Acid → 2-(3-piperidinopropyl)-4-phenyl-1(2H)-isoquinolone maleate

HRID 1074618Notes

Reaction equation

HRID 1074618 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:26])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]\[C:30]([OH:32])=[O:31]>C(OCC)(=O)C>[C:27]([OH:34])(=[O:33])/[CH:28]=[CH:29]\[C:30]([OH:32])=[O:31].[N:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH:19]=[C:18]([C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:26])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 131747412-(3-piperidinopropyl)-4-phenyl-1(2H)-isoquinolone

Product 1

HCID 705304992-(3-piperidinopropyl)-4-phenyl-1(2H)-isoquinolone maleateYield 87.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Then, 10.4 g of 2-(3-piperidinopropyl)-4-phenyl-1(2H)-isoquinolone was dissolved in 80 ml of ethyl acetate and 4 g of maleic acid was added to the solution, followed by stirring while warming. After cooling, the precipitated crystals were filtered and recrystallized from a mixture of diethyl ether and petroleum ether to obtain 12.2 g of 2-(3-piperidinopropyl)-4-phenyl-1(2H)-isoquinolone maleate having a melting point of 160.5° C. as colorless prisms.

Workup

  1. temperaturewhile warming
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were filtered
  4. customrecrystallized from a mixture of diethyl ether and petroleum ether

Sources & evidence

ORD record
ord-5d200f062cb249b39fae12b86138a9ab
Source dataset
uspto-grants-1983_07
Patent number
US04393210

Reaction notes

Loading…