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(3R)-pyrrolidin-3-amine → cis-dichloro-(3R)-3-aminopyrrolidine platinum (II)

HRID 2165249
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Reaction equation

HRID 2165249 reaction equation
[NH2:1][C@@H:2]1[CH2:6][CH2:5][NH:4][CH2:3]1.[Cl-:7].[K+].[Pt+2:9].[Cl-:10].[Cl-]>O>[Pt+2:9].[Cl:7][C@@H:3]1[C@H:2]([NH2:1])[CH2:6][CH2:5][N:4]1[Cl:10]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1519352(3R)-pyrrolidin-3-amineHCID 86744074platinum (II) potassium chloride

Product 1

HCID 18640044cis-dichloro-(3R)-3-aminopyrrolidine platinum (II)Yield 78.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(3R)-3-Aminopyrrolidine (400 mg) prepared in Reference Example 1-(3) is dissolved in water (200 ml) and thereto is added platinum (II) potassium chloride (2.0 g), and the mixture is stirred at room temperature for 20 hours. The precipitated solid is removed by filtration, and the filtrate is concentrated under reduced pressure. To the residue is added water (3 ml), and the resulting crystals are separated by filtration and washed with water and acetone to give cis-dichloro-(3R)-3-aminopyrrolidine platinum (II) (1.28 g) as pale yellow crystal. The physical properties of the cis-dichloro-(3R)-3-aminopyrrolidine platinum (II) thus obtained are identical with those of the cis-dichloro-(3R)-3-aminopyrrolidine platinum (II) as obtained in the above (1-A).

Workup

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

Sources & evidence

ORD record
ord-bfc6683b3622498e8a0c4b120b1c4e54
Source dataset
uspto-grants-1990_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04939256

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes