Sodium Hydroxide → cis-dichloro-(3R)-3-aminopyrrolidine platinum (II)

HRID 2165248Notes

Reaction equation

HRID 2165248 reaction equation
C([C@H]([C@@H](C(O)=O)O)O)(O)=O.[NH2:11][C@@H:12]1[CH2:16][CH2:15][NH:14][CH2:13]1.[OH-].[Na+].[Cl-:19].[K+].[Pt+2:21].[Cl-:22].[Cl-]>O>[Pt+2:21].[Cl:19][C@@H:13]1[C@H:12]([NH2:11])[CH2:16][CH2:15][N:14]1[Cl:22]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 15107948(3R)-3-Aminopyrrolidine D(-)-tartrateHCID 86744074platinum (II) potassium chloride

Product 1

HCID 18640044cis-dichloro-(3R)-3-aminopyrrolidine platinum (II)Yield 57.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3R)-3-Aminopyrrolidine D(-)-tartrate (236 mg) prepared in Reference Example 1-(1) is dissolved in water (40 ml) and thereto is added sodium hydroxide (80 mg), and the mixture is stirred at room temperature. To the solution is added platinum (II) potassium chloride (415 mg), and the mixture is stirred at room temperature overnight. The precipitated solid is removed by filtration, and the filtrate is concentrated under reduced pressure. To the residue is added water (2 ml), and the resulting crystals are separated by filtration and washed with water and acetone to give cis-dichloro-(3R)-3-aminopyrrolidine platinum (II) (200 mg) as pale yellow crystal.

Workup

  1. stirringthe mixture is stirred at room temperature overnight
  2. customThe precipitated solid is removed by filtration
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionTo the residue is added water (2 ml)
  5. customthe resulting crystals are separated by filtration
  6. washwashed with water and acetone

Sources & evidence

ORD record
ord-31859d5c0c4f43ca98d574021c673e6b
Source dataset
uspto-grants-1990_07
Patent number
US04939256

Reaction notes

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