Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2,4-Dichlorobenzyl alcohol | HCID 15684 | — |
| Reactant | HCID 86722666 | HCID 86722666 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86722692 | HCID 86722692 | — |
Reaction Steps
To a stirred solution of commercially available (2,4-dichlorophenyl)methanol (137 mg, 0.774 mmol) in DMF (2 mL) at RT was added CU (125 mg, 0.774 mmol). The reaction mixture was allowed to heat at 50° C. for 20 hrs. (4-(4-oxo-4-(piperidin-4-ylamino)butyl)-1H-1,2,3-triazol-1-yl)methyl pivalate (Example 37, step 5)(272 mg, 0.774 mmol) was added and the reaction mixture was stirred at 50° C. for 10 hrs. The reaction mixture was diluted with EtOAc and washed with a saturated solution of sodium bicarbonate and brine, dried over MgSO4, filtered and concentrated under reduced pressure. Purification was carried out by chromatography on silica eluting with 0-100% EtOAc in iso-hexane to afford the title product;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409895B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-76a2d418de294e48aa58978743cbaa2d |
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| Source note | uspto-grants-2016_08 |
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