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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 135471382 | HCID 135471382 | — |
| Product | 6-Bromo-4-chloro-2-(methylsulfanyl)quinazoline | HCID 57958811 | 75% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809355B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-8ea4139b25434e9284733b5880cd601b |
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| Source note | uspto-grants-2014_08 |
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