Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1-Chloro-2-methylpropan-2-ol | HCID 68409 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate | HCID 86673351 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 53330902 | HCID 53330902 | 31% |
Reaction Steps
To a solution of 1-methyl-6-(6-(2-(piperidin-4-yl)ethoxy)-5-(trifluoromethyl)-pyridin-3-yl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile trifluoroacetate (70 mg) and N,N-diisopropylethylamine (85 mg) in acetonitrile (2 ml), 1-chloro-2-methylpropan-2-ol (48 mg) and sodium iodide (19 mg) were added and heated in microwave at 160° C. for 0.5 h. The reaction mixture was concentrated then diluted with dichloromethane and water, extracted with dichloromethane and separated by hydrophobic frits, concentrated. Purified by Strata Si column (5 g, dichloromethane:methanol=1:0, 25:1, 15:1, 12.5:1 to 10:1) then passed through Strata SCX column (1 g) to give 20.0 mg yellow amorphous as 6-(6-(2-(1-(2-hydroxy-2-methylpropyl)piperidin-4-yl)ethoxy)-5-(trifluoromethyl)pyridin-3-yl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile (31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09115126B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-07ba9c7621f94b33a1d285a4a5622305 |
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| Source note | uspto-grants-2015_08 |
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