Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine chloride | HCID 24640 | — |
| Reactant | 4-Bromo-5-chloropyridin-2-amine | HCID 53485418 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68894580 | HCID 68894580 | — |
Reaction Steps
A solution of Example 52A (3 g, 14.46 mmol) in N,N-dimethylformamide (60 mL) was heated to 40° C. and iodine chloride (2.82 g, 17.35 mmol) was added. After stirring at 40° C. for 3 hours, a second lot of iodine chloride (2.82 g, 17.35 mmol) was added and the mixture was stirred overnight at 40° C. The mixture was cooled to room temperature and quenched with ice cold water. The mixture was extracted with ethyl acetate (100 mL×2) and the organic layer was washed with water and brine, dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography (silica gel, 20% ethyl acetate in hexane) afforded the title compound. LCMS: 334.6 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073922B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-18667432085846408bc3ff2246f46f8a |
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| Source note | uspto-grants-2015_07 |
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