Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | 2-Chlorobenzyl alcohol | HCID 28810 | — |
| Reactant | HCID 86664913 | HCID 86664913 | — |
| Reactant | 2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carbonyl azide | HCID 86664914 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | HCID 49838063 | HCID 49838063 | — |
Reaction Steps
In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of a mixture of 2-(5-acetyl-thiophen-2-ylmethyl)-oxazole-4-carbonyl azide and 2-[5-(2-methyl-[1,3]dioxolan-2-yl)-thiophen-2-ylmethyl]-oxazole-4-carbonyl azide (138 mg) in xylene (0.5 mL) was heated to 140° C. for 5 min. 2-chlorobenzyl alcohol (144 mg, 1.00 mmol) was then added and the reaction mixture was further stirred at 140° C. for 5 min. The solvent was removed under reduced pressure. Purification of the residue by FC (20:1→1:1 hept-EA) followed by preparative HPLC gave the title compound as a white solid. LC-MS-conditions 07: tR=1.50 min, [M+H]+=391.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08674111B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-9cd1f2d7682845cebc91aa4cb25fcd69 |
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| Source note | uspto-grants-2014_03 |
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