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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926246Generated: November 1, 2026

Toluene → HCID 178426007, compound

https://huagongshe.com/reaction/1926246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 178477796HCID 178477796—
Reactant5-Bromo-8-fluoroisoquinolin-3-olHCID 178515297—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178426007HCID 178426007—

Reaction Steps

A solution of 5-Bromo-8-fluoroisoquinolin-3-ol (76.5 mg, 0.316 mmol), 2.0 M of dimethylzinc in toluene (0.40 mL, 0.80 mmol), and Pd(PPh3)4 (22 mg, 0.019 mmol) in THF in a microwave reactor tube was heated in the microwave reactor to 80° C. for 60 min. The reaction solution was poured into sat. aq. NH4Cl, and the resulting mixture was extracted with DCM (3×25 mL). The combined DCM extracts were washed with brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was triturated with Et2O. The resulting light greenish-yellow solid was washed with Et2O and dried in vacuo to give the title compound as light greenish-yellow solid. It was used in the next step without further purification. MS(ES+): m/z=178.17 (100) [MH+]. HPLC: tR=2.36 min (polar—5 min, ZQ2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178668B2
Source datasetuspto-grants-2012_05
ORD IDord-4d246d73baf2456fa0838c85915ee609
Source noteuspto-grants-2012_05