Water → HCID 68736178, compound

Reaction equation

Cl[C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.O.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1>>[CH3:8][C:6]1[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=[C:2]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:7]=1

Participants

Reactant 3

HCID 962Water

HCID 31268Pyrrolidine

HCID 3453642-Chloro-4-methyl-5-nitropyridine

Product 1

HCID 68736178HCID 68736178, compoundYield 100%

Procedure

A solution of 2-chloro-4-methyl-5-nitropyridine (3.0 g, 17.3 mmol) in pyrrolidine (50 mL) was stirred at 80° C. for 12 hr. The mixture was concentrated in vacuo to give a residue which was poured into water and extracted with ethyl acetate. Organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound (3.6 g, 17.3 mmol, 100%) as a yellow solid.