Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2,3,4-Trichloro-6-(trichloromethyl)pyridine | HCID 116889 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21696643 | HCID 21696643 | 69.2% |
Reaction Steps
To a solution of 4,5,6-trichloro-2-trichloromethylpyridine (2 g, 6.7 mmol) in aqueous DMF was added NaN3 (0.5 g, 7.7 mmol). The resulting mixture was heated at 70° C. for 2 hr, added to H2O and extracted (3x) with Et2O. Organic layer was concentrated to yield a white solid, which was dissolved in 10 mL of MeOH. Excess NaBH4 was added and the reaction mixture was stirred at room temperature for 0.5 hr. This material was added to H2O, extracted (3×) with Et2O, dried over MgSO4 and concentrated in vacuo. The resulting solid was washed several times with hexane to give 1.3 g of 4-amino-5,6-dichloro-2-trichloromethylpyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06297197B1 |
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| Source dataset | uspto-grants-2001_10 |
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| ORD ID | ord-c1afc0992e30408aa87e0b5eb2cdbd91 |
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| Source note | uspto-grants-2001_10 |
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