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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2241047Generated: November 2, 2026

Sodium Carbonate → HCID 59305835, compound

https://huagongshe.com/reaction/2241047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantHCID 86621472HCID 86621472—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 59305835HCID 5930583590.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

The Suzuki procedure described for 28 was followed using triflate 25 (150 mg, 0.32 mmol), PdCl2(Ph3P)2 (23 mg, 0.032 mmol), 2 N aqueous Na2CO3 (320 uL, 3.2 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (334 mg, 1.6 mmol), and DME (2 mL). The mixture was heated at 120° C. for 5 min in the microwave. Aqueous work-up followed by purification gave 116 mg (90%) of the title product 31 as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 8.06 (s, 1H), 7.79 (s, 1H), 7.46 (d, J=8.0 Hz, 2H), 7.2-7.16 (m, 2H), 7.11 (d, J=8.0 Hz, 2H), 3.83 (s, 3H), 1.93 (s, 2H), 1.88 (s, 2H), 1.26 (s, 2H), 0.89 (s, 6H), 0.84 (s, 6H). LCMS (APCI): m/z 403 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723393B2
Source datasetuspto-grants-2010_05
ORD IDord-eaecb5524eb045e69e50b2e51f3375db
Source noteuspto-grants-2010_05