1-Azido-1-(5-chloro-2-pyridyl)-2-(1H-imidazol-1-yl)ethane → 1-Amino-1-(5-chloro-2-pyridyl)-2-(1H-imidazol-1-yl)ethane

HRID 54516Notes

Reaction equation

HRID 54516 reaction equation
[N:1]([CH:4]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=1)[CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)=[N+]=[N-]>N1C=CC=CC=1>[NH2:1][CH:4]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=1)[CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1

Participants

3

Reactant 1

HCID 199594151-Azido-1-(5-chloro-2-pyridyl)-2-(1H-imidazol-1-yl)ethane

Product 1

HCID 199594121-Amino-1-(5-chloro-2-pyridyl)-2-(1H-imidazol-1-yl)ethane

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 0.83 g of 1-azido-1-(5-chloro-2-pyridyl)-2-(1H-imidazol-1-yl)ethane in 4 ml of dry pyridine is stirred under a H2S-atmosphere for 3 hours. The reaction mixture is evaporated, the residue is redissolved in 5 ml of dilute acetic acid (acetic acid/water 1/4) and extracted with ethyl acetate. The combined organic phases are evaporated to give the title product as a yellowish oil.

Workup

  1. customThe reaction mixture is evaporated
  2. dissolutionthe residue is redissolved in 5 ml of dilute acetic acid (acetic acid/water 1/4)
  3. extractionextracted with ethyl acetate
  4. customThe combined organic phases are evaporated

Sources & evidence

ORD record
ord-6fca47c8e7d641399db54b7af3e220ea
Source dataset
uspto-grants-1997_04
Patent number
US05622982

Reaction notes

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