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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 986959Generated: October 29, 2026

Methane → HCID 11833097, compound

https://huagongshe.com/reaction/986959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantDabcoHCID 9237—
ReactantChloroform methanolHCID 21584188—
ReactantHCID 73088680HCID 73088680—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 11833097HCID 11833097106.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of (2-chloropyridin-3-yl)-[2-(4-fluorophenyl)-1-(pyridin-4-yl)-vinyl]amine (6.0 g, 18.5 mmol) and DABCO® (6.2 g, 55 mmol) in dimethylformamide (75 ml) was added bis(triphenylphosphine)palladium(II) chloride (650 mg, 0.926 mmol) and the reaction mixture was heated at 120° C. under an argon atmosphere. After 4 h, dimethylformamide was removed in vacuo and the residue was heated in ethyl acetate/methanol mixture. The product was filtered off to give a green solid which was redissolved in boiling methanol/chloroform mixture and treated with charcoal. The solution was filtered through a pad of Celite and the filtrate was concentrated to give 3-(4-fluoro-phenyl)-2-(pyridin-4-yl)-1H-pyrrolo[3,2-b]pyridine as a pale yellow solid (5.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06630485B2
Source datasetuspto-grants-2003_10
ORD IDord-bab48b2725194378ba32bcc8f35db88a
Source noteuspto-grants-2003_10