3-Butyn-2-amine, 2-methyl- → HCID 131718820, compound
Reaction equation
C(O[C:4]([C:6]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][S:15][C:8]=2[C:7]=1[OH:16])=[O:5])C.[CH3:17][C:18]([NH2:22])([C:20]#[CH:21])[CH3:19]>CCO>[CH3:17][C:18]([NH:22][C:4]([C:6]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][S:15][C:8]=2[C:7]=1[OH:16])=[O:5])([CH3:19])[C:20]#[CH:21]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3.1 g (13 mmol) of 6-ethoxycarbonyl-7-hydroxy-thieno[3,2-b]pyridin-5(4H)-one and 1.3 g (1.2 eq.) of 1,1-dimethylpropargylamine in 80 ml of EtOH were stirred for 8 hours at 150° C. in an autoclave. The solvent was removed under reduced pressure and the solid residue was stirred with diethyl ether. The solid was filtered off and purified chromatographically (silica gel, methylene chloride/methanol=8/1).