Pyrrolidine → HCID 18953550, compound

HRID 257420Notes

Reaction equation

HRID 257420 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[NH:11]1[CH2:15][CH2:14][CH2:13][CH2:12]1>O1CCOCC1>[N:11]1([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 27357814-Chloro-3-nitropyridine

Product 1

HCID 18953550HCID 18953550, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-Chloro-3-nitropyridine (2.02 g, 12.7 mmol) was suspended in 15 ml of 1,4-dioxane. The suspension was cooled a little in an ice bath, and then pyrrolidine (2.1 ml, 25.3 mmol) was added dropwise thereto. The temperature of the suspension was returned to room temperature, and the suspension was stirred for 30 minutes, followed by removal of the solvent by distillation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate) to obtain 2.34 g of a yellow solid (yield: 95.4%).

Workup

  1. temperatureThe suspension was cooled a little in an ice bath
  2. customwas returned to room temperature
  3. customfollowed by removal of the solvent by distillation under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (eluent: ethyl acetate)

Sources & evidence

ORD record
ord-893772c3567745dea644b9ef2a260ab7
Source dataset
uspto-grants-1993_11
Patent number
US05262415

Reaction notes

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