Water → HCID 68736178, compound

HRID 1398770Notes

Reaction equation

HRID 1398770 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

4

Reactant 3

HCID 962WaterHCID 31268PyrrolidineHCID 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.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customto give a residue which
  3. extractionextracted with ethyl acetate
  4. washOrganic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5498df478b1a460f9c7fd9af5d473064
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

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