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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362161Generated: October 31, 2026

1,4-Dioxane → (1-{4-[3-(2-Methoxy-phenyl)-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl]-phenyl}-cyclobutyl)-carbamic Acid Tert-butyl Ester

https://huagongshe.com/reaction/2362161

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPhenylboronic AcidHCID 66827—
Reactant{1-[4-(3-Bromo-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-phenyl]-cyclobutyl}-carbamic Acid Tert-butyl EsterHCID 66665726—
CatalystHCID 178477754HCID 178477754—
SolventDichloromethaneHCID 6344—
Product(1-{4-[3-(2-Methoxy-phenyl)-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl]-phenyl}-cyclobutyl)-carbamic Acid Tert-butyl EsterHCID 66719135—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of compound 4-3 (52 mg 0.1 mmol), 2-methoxy]phenyl boronic acid (30 mg, 0.15 mmol), aq.Na2 CO3 (2M, 0.25 mmol, 0.12 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 HCl aq and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep.TLC to give 36 mg of 4-7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691825B2
Source datasetuspto-grants-2014_04
ORD IDord-e7ec0f5791d64a9c8d8c2cc4c639d3cc
Source noteuspto-grants-2014_04