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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923279Generated: November 3, 2026

Sodium Carbonate → HCID 58827137, compound

https://huagongshe.com/reaction/923279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 58827169HCID 58827169—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58827137HCID 58827137—

Reaction Steps

To a solution of 5-(2-bromophenyl)-8-methyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine (573 mg, 1.97 mmol) in DME (10 mL) is added phenylboronic acid (480 mg, 3.94 mmol), aqueous Na2CO3 (2M, 4 mL, 8.0 mmol), and Pd(PPh3)4 (500 mg). The reaction mixture is stirred at reflux overnight. The mixture is partitioned between EtOAc and brine. The organic layer is washed by brine, dried over Na2SO4 and concentrated to give an oil, which is subjected to flash chromatography (silica gel) eluting with MeOH:CH2Cl2 to yield the desired compound. MS (ESI) m/z 289 (M+H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278969B2
Source datasetuspto-grants-2016_03
ORD IDord-d76f7230f4e3474c8b3869964340e184
Source noteuspto-grants-2016_03