Isopropylamine → 3-Chloro-N-(propan-2-yl)pyrazin-2-amine
Reaction equation
Cl[C:2]1[C:7]([Cl:8])=[N:6][CH:5]=[CH:4][N:3]=1.[CH:9]([NH2:12])([CH3:11])[CH3:10]>C1(C)C=CC=CC=1>[Cl:8][C:7]1[C:2]([NH:12][CH:9]([CH3:11])[CH3:10])=[N:3][CH:4]=[CH:5][N:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2,3-dichloropyrazine (2.0 g) and isopropylamine (2.3 g) in toluene (8 ml) is refluxed for 40 hr. The mixture is cooled and filtered to remove isopropylamine hydrochloride. The filtrate is concentrated in vacuo to a residue which is diluted with an aqueous sodium hydroxide solution (10%) and dichloromethane. The phases are separated. The dichloromethane phase is washed with saline, dried over sodium sulfate, and concentrated to give the title compound, NMR (CDCl3) 1.28, 4.21, 5.02, 7.54 and 7.94δ.
Workup
- temperatureThe mixture is cooled
- filtrationfiltered
- customto remove isopropylamine hydrochloride
- concentrationThe filtrate is concentrated in vacuo to a residue which
- additionis diluted with an aqueous sodium hydroxide solution (10%) and dichloromethane
- customThe phases are separated
- washThe dichloromethane phase is washed with saline
- dry with materialdried over sodium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-c73715c96fa54c8bbad23483852fe2d3
- Source dataset
- uspto-grants-1996_10
- Patent number
- US05563142
Reaction notes
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