Potassium Carbonate → Ranolazine

HRID 1285542Notes

Reaction equation

HRID 1285542 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.C(=O)([O-])[O-].[K+].[K+]>CCOCC>[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 11430Potassium CarbonateHCID 71279Ranolazine hydrochloride

Product 1

HCID 56959Ranolazine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.0 g of 1-[3-(2-methoxyphenoxy)-2-hydroxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine 2HCl suspended in 50 ml of ether is stirred with excess dilute aqueous potassium carbonate solution until the salt is completely dissolved. The organic layer is then separated, washed twice with water, dried over magnesium sulfate and evaporated to yield 1-[3-(2-methoxyphenoxy)-2-hydroxypropyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine as the free base.

Workup

  1. dissolutionis completely dissolved
  2. customThe organic layer is then separated
  3. washwashed twice with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-90870401890d4f6e85b093c525f7b886
Source dataset
uspto-grants-1986_01
Patent number
US04567264

Reaction notes

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