Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 2-Chloro-N-methylpyridin-4-amine | HCID 53416995 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 71512054 | HCID 71512054 | 18% |
Reaction Steps
N-Chlorosuccinimide (0.623 g, 4.67 mmol) was added to 2-chloro-N-methyl-pyridin-4-amine (0.50 g, 3.89 mmol) and potassium acetate (0.763 g, 7.78 mmol) in AcOH (25 mL) and the mixture was stirred at 80° C. for 1.25 hours. The mixture was cooled and concentrated in vacuo. The concentrated mixture was diluted with water, neutralised with aqueous NaOH and extracted with EtOAc (×3). The organic extracts were evaporated onto silica gel. Gradient chromatography, eluting with 10-50% EtOAc:c-Hex, gave 2,5-dichloro-N-methylpyridin-4-amine (0.114 g, 0.699 mmol, 18% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403797B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-55e0f15bad9b431ab6247d740f07bc02 |
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| Source note | uspto-grants-2016_08 |
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