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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972804Generated: October 29, 2026

Sodium Carbonate → HCID 58529618, compound

https://huagongshe.com/reaction/1972804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-benzyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-IndazoleHCID 58529313—
ReactantHCID 58529384HCID 58529384—
SolventDioxan ethanolHCID 22560076—
ProductHCID 58529618HCID 58529618—

Reaction Conditions

Temperature80 °C

Reaction Steps

The product from step 3 (330 mg, 0.78 mmol) and Intermediate C (337 mg, 1.01 mmol), were dissolved in 7 mL dioxane:ethanol (5:2) and the mixture was treated with 2 M sodium carbonate (7 mL) and 1,1′-bis(diphenylphosphinoferrocenyl)palladium dichloride (27 mg) was added. The mixture was heated to 80° C. with stirring for 4 h. The mixture was allowed to cool and filtered through Celite®. Ethyl acetate was added and the product was extracted from the aqueous solution. The organic layer was dried over Na2SO4 and concentrated in vacuo. The resulting residue purified by Biotage® to provide the title compound. 1H NMR (CD2Cl2) δ 1.50 (s, 9H), 1.60-2.00 (m, 3H), 2.80 (m, 2H), 3.80 (t, 1H), 4.10 (m, 3H), 5.60 (s, 2H), 7.20 (d, 1H), 7.40 (m, 6H), 7.80 (dd, 2H), 8.10 (m, 2H). LC-MS [M+H]+=574.1, RT=3.36 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431695B2
Source datasetuspto-grants-2013_04
ORD IDord-6141d0fb1cd14a9d9e2a055c44f7ca4c
Source noteuspto-grants-2013_04