Maleic Acid → 4-Methylamino-2-(4-phenylpiperidino)pyrimidine maleate

HRID 257750Notes

Reaction equation

HRID 257750 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:9][NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([N:17]2[CH2:22][CH2:21][CH:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:19][CH2:18]2)[N:12]=1>CO>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:9][NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([N:17]2[CH2:18][CH2:19][CH:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:21][CH2:22]2)[N:12]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 15229206N-Methyl-2-(4-phenylpiperidin-1-yl)pyrimidin-4-amine

Product 1

HCID 677596304-Methylamino-2-(4-phenylpiperidino)pyrimidine maleateYield 87.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of 0.43 g (3.73 mmoles) of maleic acid in 10 ml of methanol was added to a solution of 1.0 g (3.73 mmoles) of 4-methylamino-2-(4-phenylpiperidino)pyrimidine in 10 ml of methanol, and the mixture was stirred at room temperature for 1 hour. The mixed solution was concentrated under reduced pressure and washed with ether to give 1.25 g (yield 87%) of the desired product.

Workup

  1. concentrationThe mixed solution was concentrated under reduced pressure
  2. washwashed with ether

Sources & evidence

ORD record
ord-9a317ba2e5c44b888a4c8778c1269dc1
Source dataset
uspto-grants-1993_11
Patent number
US05264435

Reaction notes

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