Water → Nicardipine

HRID 2174261

Reaction equation

HRID 2174261 reaction equation
[CH3:1][C:2]1[NH:7][C:6]([CH3:8])=[C:5]([C:9]([O:11][CH2:12][CH2:13][N:14]([CH2:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH3:15])=[O:10])[CH:4]([C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([N+:29]([O-:31])=[O:30])[CH:28]=2)[C:3]=1[C:32]([O:34][CH3:35])=[O:33].Cl.O.[OH-].[Na+]>C(OC(=O)C)C>[CH3:1][C:2]1[NH:7][C:6]([CH3:8])=[C:5]([C:9]([O:11][CH2:12][CH2:13][N:14]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH3:15])=[O:10])[CH:4]([C:23]2[CH:24]=[CH:25][CH:26]=[C:27]([N+:29]([O-:31])=[O:30])[CH:28]=2)[C:3]=1[C:32]([O:34][CH3:35])=[O:33]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 41114Nicardipine Hydrochloride

Product 1

HCID 4474Nicardipine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Nicardipine (free base) was prepared by mixing nicardipine-HCl (Sigma-Aldrich, St. Louis, USA) with water and ethylacetate, then adding 2M NaOH, separating the ethylacetate phase and evaporating the ethylacetate, yielding amorphous nicardipine base as a yellow oily-tough substance. Crystalline nicardipine base was prepared by mixing amorphous nicardipine base and isopropanole/diisopropyl ether, adding seed crystals and cooling on an ice bath over night to allow crystallization. The formed crystals were separated by filtration, washed and dried.

Workup

  1. customNicardipine (free base) was prepared
  2. customseparating the ethylacetate phase
  3. customevaporating the ethylacetate

Sources & evidence

ORD record
ord-1777db7c9d7c49ecbf704d757e181d1a
Source dataset
uspto-grants-2015_06
Patent number
US09060986B2

Linked notes

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