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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1185409Generated: October 30, 2026

Sodium Carbonate → HCID 58464952, compound

https://huagongshe.com/reaction/1185409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPotassium AcetateHCID 517044—
Reactant5-chloro-1-methyl-4-nitro-1H-pyrazoleHCID 12344836—
ReactantHCID 57812344HCID 57812344—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventAcetonitrileHCID 6342—
ProductHCID 58464952HCID 5846495249%

Reaction Steps

5-Chloro-1-methyl-4-nitropyrazole (100 mg, 0.62 mmol), tert-butyl N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-en-1-yl]carbamate (240 mg, 0.74 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (45 mg, 0.061 mmol), a 1M solution of Na2CO3 (0.93 mL), a 1M solution of potassium acetate (0.93 mL) and acetonitrile (6 mL) were charged in a microwave reaction vial, The mixture was irradiated to 140° C. with a microwave for 30 min and cooled to room temperature. It was filtered through Celite and thoroughly washed with methanol. The filtrate was concentrated and the residue was purified via flash chromatography, 0 to 100% ethyl acetate in heptane to give tert-butyl N-[3-(2-methyl-4-nitro-pyrazol-3-yl)cyclohex-2-en-1-yl]carbamate (98 mg, 49%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669361B2
Source datasetuspto-grants-2014_03
ORD IDord-ab18fa7a59284e8f99ba77c5c11687da
Source noteuspto-grants-2014_03