Hydrazine hydrate (1:1) → (1R,2R)-2-(4-chloro-phenyl)-cyclopropylamine

HRID 1916025Notes

Reaction equation

HRID 1916025 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][CH:9]2[N:11]2C(=O)C3C(=CC=CC=3)C2=O)=[CH:4][CH:3]=1.O.NN>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C@H:8]2[CH2:10][C@H:9]2[NH2:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 684102072-[2-(4-Chloro-phenyl)-cyclopropyl]-isoindole-1,3-dione

Product 1

HCID 39236201(1R,2R)-2-(4-chloro-phenyl)-cyclopropylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 2-[2-(4-chloro-phenyl)-cyclopropyl]-isoindole-1,3-dione (320 mg, 1.07 mmol) and hydrazine hydrate (0.5 ml) in ethanol (8 ml) was stirred for 0.5 hour at 50° C. The solution was evaporated under reduced pressure. The resulting amine (compound Z1.001) was used in example P1 without further purification.

Workup

  1. customThe solution was evaporated under reduced pressure
  2. customwithout further purification

Sources & evidence

ORD record
ord-25836ee5066a40d6959776088b0fe1eb
Source dataset
uspto-grants-2013_12
Patent number
US08618023B2

Reaction notes

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