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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362155Generated: November 2, 2026

4-(tert-Butoxycarbonylaminomethyl)phenylboronic acid, pinacol ester → HCID 66823422, compound

https://huagongshe.com/reaction/2362155

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(tert-Butoxycarbonylaminomethyl)phenylboronic acid, pinacol esterHCID 3415442—
ReactantHCID 77231503HCID 77231503—
CatalystHCID 178477754HCID 178477754—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66823422HCID 6682342247.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of compound 3-4 (60 mg 0.24 mmol), [4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-carbamic acid tert-butyl ester (100 mg, 0.3 mmol), aq.Na2 CO3 (2M, 0.70 mmol, 0.35 mL) and Pd(DPPF)Cl2 (10 mg) in dioxane (3 mL) was heated at 100° C. in microwave system under N2 atmosphere for 30 min. After cooling, the mixture was diluted with 15 mL of DCM, the combined organic phase was washed with 0.1N HClaq and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep.TLC to give 46 mg of 3-5. MS (ESI) m/e (M+H) 402.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691825B2
Source datasetuspto-grants-2014_04
ORD IDord-231124078f7145929bf5e49b067c721f
Source noteuspto-grants-2014_04