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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235330Generated: October 31, 2026

Sodium Carbonate → 1-Cyclohexyl-3-[2,6-dichloro-4-(1-methyl-1H-pyrazol-4-yl)-benzyl]-pyrrolidin-2-one

https://huagongshe.com/reaction/2235330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Reactant3,5-Dichloro-4-((1-cyclohexyl-2-oxopyrrolidin-3-yl)methyl)phenyl trifluoromethanesulfonateHCID 59299421—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product1-Cyclohexyl-3-[2,6-dichloro-4-(1-methyl-1H-pyrazol-4-yl)-benzyl]-pyrrolidin-2-oneHCID 59299354—

Reaction Steps

Using the method of Example 81 and using 3,5-dichloro-4-((1-cyclohexyl-2-oxopyrrolidin-3-yl)methyl)phenyl trifluoromethanesulfonate (Example 240) (1.673 g, 3.53 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2.2 g, 10.6 mmol), tetrakis(triphenylphosphine)palladium (0.408 g, 0.353 mmol), dimethoxyethane (16 mL) and sodium carbonate (2M, 6.2 mL) gives the title compound. Purify the crude material over silica gel (1/1 hexane in ethyl acetate to 1/3 hexane in ethyl acetate) to yield 0.873 g (61%) of the title compound: mass spectrum (m/z): 408(M+2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713979B2
Source datasetuspto-grants-2010_05
ORD IDord-29685c4517da4aac9f64d40fc403f1e3
Source noteuspto-grants-2010_05