Pyrrolidine → HCID 18953550, compound

HRID 1491639Notes

Reaction equation

HRID 1491639 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-928ee9d366bd43698562826f1125db26
Source dataset
uspto-grants-1994_12
Patent number
US05371086

Reaction notes

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