Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | [6-Chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone | HCID 44547211 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58016715 | HCID 58016715 | 47.1% |
Reaction Steps
A solution of 0.20 g (0.44 mmol) of [6-chloro-3-methyl-5-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (example 3) in 2.0 ml of DMF was treated with 0.099 g (1.52 mmol) of a sodium azide and the reaction mixture was heated up to 150° C. After 48 hours, it was poured into crashed ice and extracted twice with EtOAc; the organic phases were washed with water, dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography (CH2Cl2/MeOH 98:2 to 4:1) to give 0.095 g (47%) of the title compound as colorless oil. MS: 459.4 (MH−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08227613B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-887d77f2bf5049948c4e2ef66c3eb638 |
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| Source note | uspto-grants-2012_07 |
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