3,4,5-Trichloropyridazine → HCID 25120492, compound

HRID 2280896Notes

Reaction equation

HRID 2280896 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6](Cl)[C:7]=1[Cl:8].Cl.[CH2:11]([O:13][C:14](=[O:17])[CH2:15][NH2:16])[CH3:12].C(N(C(C)C)CC)(C)C>C(O)C>[Cl:8][C:7]1[C:6]([NH:16][CH2:15][C:14]([O:13][CH2:11][CH3:12])=[O:17])=[CH:5][N:4]=[N:3][C:2]=1[Cl:1]

Participants

5

Reactant 3

HCID 701113,4,5-TrichloropyridazineHCID 81531DiisopropylethylamineHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 25120492HCID 25120492, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3,4,5-trichloropyridazine (300 mg), glycine ethyl ester hydrochloride (228 mg) and diisopropylethyl amine (844 μL) in ethanol was stirred for 3 hours under reflux. After the reaction was completed, the mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9 to 1:1) to give 126 mg (31% yield) of the title compound as a pale pink amorphous.

Workup

  1. temperatureunder reflux
  2. concentrationthe mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:9 to 1:1)

Sources & evidence

ORD record
ord-402302714e924469948234d86a9e1a21
Source dataset
uspto-grants-2015_09
Patent number
US09139559B2

Reaction notes

Loading…