Dimethylformamide → HCID 23369764, compound
Reaction equation
CN(C)C=O.Br[CH2:7][C:8]1([CH3:25])[O:24][C:11]2=[C:12]3[C:17](=[C:18]([CH3:20])[CH:19]=[C:10]2[CH2:9]1)[NH:16][C:15](=[O:21])[C:14]([CH2:22][CH3:23])=[CH:13]3.[N-:26]=[N+:27]=[N-:28].[Na+]>C(Cl)(Cl)Cl.CCCCCC>[N:26]([CH2:7][C:8]1([CH3:25])[O:24][C:11]2=[C:12]3[C:17](=[C:18]([CH3:20])[CH:19]=[C:10]2[CH2:9]1)[NH:16][C:15](=[O:21])[C:14]([CH2:22][CH3:23])=[CH:13]3)=[N+:27]=[N-:28]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Dimethylformamide (21 ml) was added to a mixture of 2-bromomethyl-8-ethyl-2,5-dimethyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (920 mg, 2.74 mmol) and sodium azide (1.30 g, 19.9 mmol). The procedure of Example 278 was followed (reaction, post-treatment, and recrystallization from chloroform-n-hexane) to obtain 740 mg of the title compound as colorless needles (80.9%).