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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406204Generated: November 1, 2026

Pyridine → 6-Bromo-4-chloro-2-(methylsulfanyl)quinazoline

https://huagongshe.com/reaction/2406204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 135471382HCID 135471382—
Product6-Bromo-4-chloro-2-(methylsulfanyl)quinazolineHCID 5795881175%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of compound 5a (0.65 g, 2.4 mmol) in 6.2 mL of POCl3 was added 10 μL of pyridine and the mixture was heated at 110° C. for 18 hours. The reaction mixture was cooled to rt. and concentrated under reduced pressure. A saturated solution of 50 mL of aqueous NaHCO3 was added to the crude solid and the mixture was extracted with 50 mL of EtOAc. The organic layer was dried over MgSO4, concentrated under reduced pressure and purified by chromatography on a silica gel column. Elution with n-heptane/EtOAc (4:1) as eluent afforded 11a as a white solid (0.52 g, 75%). mp: 124° C.,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809355B2
Source datasetuspto-grants-2014_08
ORD IDord-8ea4139b25434e9284733b5880cd601b
Source noteuspto-grants-2014_08