Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 67508778 | HCID 67508778 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 131734088 | HCID 131734088 | 99.3% |
Reaction Steps
A mixture of 5-(chloromethyl)-3-methyl-2-(2,2,2-trifluoroethoxy)pyridine (0.75 g, 3.15 mmol, Step-3) and sodium azide (0.41 g, 6.29 mmol) in DMA (8 mL) is stirred at 90° C. for 2 hours. The reaction mixture is poured into water (50 mL), and extracted with n-hexane/EtOAc (1:10, 50 mL). The organic layer is washed with water (50 mL) and dried over sodium sulfate. After filtration, the organic fraction is concentrated in vacuo to give 0.77 g (>99% yield) of the title compound as colorless oil. This material is used for the next reaction (Step-5) without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187475B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-22ad446b196b4be2aac6ef174c4823a7 |
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| Source note | uspto-grants-2015_11 |
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