Pyrrolidine → [3-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazol-4-yl](pyrrolidin-1-yl)methanone

HRID 839242

Reaction equation

HRID 839242 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[N+:6]([C:9]1[O:13][C:12]([C:14]2[C:18]([C:19](Cl)=[O:20])=[CH:17][N:16]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:15]=2)=[CH:11][CH:10]=1)([O-:8])=[O:7]>O1CCOCC1>[N+:6]([C:9]1[O:13][C:12]([C:14]2[C:18]([C:19]([N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)=[O:20])=[CH:17][N:16]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:15]=2)=[CH:11][CH:10]=1)([O-:8])=[O:7]

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 203259333-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazole-4-carbonyl chloride

Product 1

HCID 20325993[3-(5-Nitrofuran-2-yl)-1-phenyl-1H-pyrazol-4-yl](pyrrolidin-1-yl)methanoneYield 99%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Add 1.06 ml. of pyrrolidine in 2 ml of dioxane dropwise to 1.0 g of 3-(5-nitro-2-furyl)-1-phenylpyrazole-4-carboxylic acid chloride in 43 ml of dioxane at 35° C under stirring. Stir the resulting solution for an hour at room temperature and then concentrate it. Wash the resulting precipitate with water to obtain a 99% yield of 1-[3-(5-nitro-2-furyl)-1-phenyl-4-pyrazolylcarbonyl]pyrrolidine [m.p. 236.5° to 237.5° C].

Workup

  1. additionAdd 1.06 ml
  2. concentrationconcentrate it
  3. washWash the resulting precipitate with water

Sources & evidence

ORD record
ord-1d947fc5dd37488cb293e35f5fa27a03
Source dataset
uspto-grants-1978_06
Patent number
US04093812

Linked notes

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