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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398044Generated: November 2, 2026

Sodium Carbonate → HCID 73291873, compound

https://huagongshe.com/reaction/1398044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 86722007HCID 86722007—
ReactantHCID 86722008HCID 86722008—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
ProductHCID 73291873HCID 7329187378.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-(4-Chlorophenyl)-1-(2-methoxyphenyl)-1H-pyrazol-3-yl trifluoromethanesulfonate (Example 65, (c)) (337 mg, 0.78 mmol, 1 eq) in DMF (5 mL) was added 5,5-dimethyl-2-(2,2,5,5-tetramethyl-2,5-dihydro-furan-3-yl)-[1,3,2]dioxaborinane (223 mg, 0.93 mmol, 1.2 eq), sodium carbonate (198 mg, 1.87 mmol, 2.4 eq), and Pd(Ph3P)4 (90 mg, 0.078 mmol, 0.1 eq). Ar was bubbled through and the solution was heated to 100° C. for 5 hrs. Added water, extracted with EtOAc, dried over MgSO4 and conc. Purification by column chromatography (24 g) eluting with 5 to 10% EA/hexanes gave the title compound (249 mg, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901314B2
Source datasetuspto-grants-2014_12
ORD IDord-572b5d05500f4427a5335b9e09333233
Source noteuspto-grants-2014_12