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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850339Generated: October 30, 2026

Sodium Carbonate → HCID 58547508, compound

https://huagongshe.com/reaction/1850339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 58547470HCID 58547470—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58547508HCID 5854750853%

Reaction Steps

A solution of (1H-benzoimidazol-2-yl)-[3-(5-bromo-2-chloro-pyrimidin-4-yl)-azetidin-1-yl]-methanone (206 mg, 0.53 mmol) in dioxane (15 mL) was treated with Na2CO3 (112 mg, 1.1 mmol dissolved 1 mL of H2O), followed by additional of phenylboronic acid (78 mg 0.64 mmol) and Pd(dppf)Cl2 (37 mg, 0.05 mmol). The resulting mixture was heated at refluxing overnight under N2 atmosphere. TLC showed that most of the staring materials were consumed completely. The solution was filtered, and the filter was concentrated. And the residue was purified by silica gel chromatography to give the product (102 mg, 0.28 mmol, yield: 53%). ESI-MS (M+1): 362 calc. for C21H16ClN5O 361.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957073B2
Source datasetuspto-grants-2015_02
ORD IDord-22daed13dd2141de8b680ed9ca1630b9
Source noteuspto-grants-2015_02