Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chlorobenzoxazole | HCID 11986 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,8-Diazabicyclo[5.4.0]undec-2-ene | HCID 9812821 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-Aminobenzoxazole | HCID 20707 | — |
Reaction Steps
A mixture of an appropriate 2-chlorobenzoxazole, A1 (1 eq), and appropriate amine (2 eq) and optional base (e.g. K2CO3, triethylamine, disopropylamine, 1,8-diazabicyclo[5.4.0]undecene, or sodium hydride) in THF (or DME, DMF) was heated in the range of 20 to 80° C. up to 24 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (typical eluents include 9:1 dichloromethane/methanol, ethyl acetate, hexanes) to afford the desired product 2-aminobenzoxazole. Product structure was confirmed by 1H NMR or by mass analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07863271B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-2ed551dac8ad4c8da588727013cf15c2 |
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| Source note | uspto-grants-2011_01 |
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