Potassium Carbonate → 1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)pyrrolidin-2-one

HRID 929922Notes

Reaction equation

Cl[CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][CH2:6][C:5]1=[O:9].C(=O)([O-])[O-].[K+].[K+].[N+:16]([C:19]1[CH:20]=[N:21][NH:22][CH:23]=1)([O-:18])=[O:17]>C(#N)C>[N+:16]([C:19]1[CH:20]=[N:21][N:22]([CH2:2][CH2:3][N:4]2[CH2:8][CH2:7][CH2:6][C:5]2=[O:9])[CH:23]=1)([O-:18])=[O:17]

Participants

Conditions

Temperature: 60 °C

Procedure

1-(2-Chloroethyl)pyrrolidin-2-one (0.72 g, 4.8 mmol) was added to a solution of potassium carbonate (1.2 g, 8.7 mmol), 4-nitro-1H-pyrazole (0.5 g, 4.4 mmol) in dry acetonitrile (4 mL) and the reaction was stirred at 60° C. overnight. The solvent was concentrated in vacuo, then the residue was slurried in water, collected by filtration and dried in vacuo to afford 1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)pyrrolidin-2-one (0.21 g, 0.9 mmol). LC-MS (Method H), RT=1.23 min. (ES+) 225.

Workup

concentrationThe solvent was concentrated in vacuo
filtrationcollected by filtration
customdried in vacuo

Sources & evidence

ORD record: ord-fb943d86684e4180b66bfbdf779859c7
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296725B2

Reaction notes

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