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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877960Generated: October 30, 2026

Sodium Carbonate → HCID 58827137, compound

https://huagongshe.com/reaction/1877960

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 numberUS08314097B2
Source datasetuspto-grants-2012_11
ORD IDord-b669aed9afd54d95a0ab66f08861be89
Source noteuspto-grants-2012_11