Ammonium Hydroxide → Ranolazine

HRID 1285545Notes

Reaction equation

HRID 1285545 reaction equation
Cl.Cl.[CH3:3][O:4][C:5]1[CH:33]=[CH:32][CH:31]=[CH:30][C:6]=1[O:7][CH2:8][CH:9]([OH:29])[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]([NH:20][C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[CH3:28])=[O:19])[CH2:13][CH2:12]1.[OH-].[NH4+]>O>[CH3:3][O:4][C:5]1[CH:33]=[CH:32][CH:31]=[CH:30][C:6]=1[O:7][CH2:8][CH:9]([OH:29])[CH2:10][N:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]([NH:20][C:21]2[C:22]([CH3:28])=[CH:23][CH:24]=[CH:25][C:26]=2[CH3:27])=[O:19])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 71279Ranolazine hydrochloride

Product 1

HCID 56959RanolazineYield 100.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 3.5 g of 1-[3-(2-methoxyphenoxy)-2-hydroxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine dihydrochloride salt in water (50 ml) is adjusted to pH 12 with ammonium hydroxide solution and extracted with methylene chloride. The methylene chloride is evaporated to afford 3 g of 1-[3-(2-methoxyphenoxy)-2-hydroxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine as the free base.

Workup

  1. extractionextracted with methylene chloride
  2. customThe methylene chloride is evaporated

Sources & evidence

ORD record
ord-aab501281038423588943f422f96caf9
Source dataset
uspto-grants-1986_01
Patent number
US04567264

Reaction notes

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