(R)-1-(5-Amino-2-chloro-4-nitro-phenyl)-2-hydroxymethyl-pyrrolidine → (R)-1-(4,5-Diamino-2-chloro-phenyl)-2-hydroxymethyl-pyrrolidine

HRID 1258667Notes

Reaction equation

HRID 1258667 reaction equation
[NH2:1][C:2]1[C:3]([N+:16]([O-])=O)=[CH:4][C:5]([Cl:15])=[C:6]([N:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[CH2:13][OH:14])[CH:7]=1>CO.C1COCC1.[Pt]>[NH2:16][C:3]1[C:2]([NH2:1])=[CH:7][C:6]([N:8]2[CH2:12][CH2:11][CH2:10][C@@H:9]2[CH2:13][OH:14])=[C:5]([Cl:15])[CH:4]=1

Participants

5

Reactant 1

HCID 67957823(R)-1-(5-Amino-2-chloro-4-nitro-phenyl)-2-hydroxymethyl-pyrrolidine

Product 1

HCID 67957655(R)-1-(4,5-Diamino-2-chloro-phenyl)-2-hydroxymethyl-pyrrolidine

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The sub-title compound was prepared from (R)-1-(5-amino-2-chloro-4-nitro-phenyl)-2-hydroxymethyl-pyrrolidine (220 mg, 0.8 mmol) and Pt/C (50 mg) in MeOH (6 mL) and THF (6 mL) in analogy to example 1 step (f).

Sources & evidence

ORD record
ord-6d379693877740519649ecd850e58b85
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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