Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloropyrazine | HCID 73277 | — |
| Reactant | HCID 58292665 | HCID 58292665 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58292807 | HCID 58292807 | 61% |
Reaction Steps
To a mixture of ethyl 2-(4-(benzyloxy)-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate (1.00 g, 2.9 mmol) and anhydrous Cs2CO3 (1.12 g, 5.84 mmol) in DMF (10 mL) was added 2-chloropyrazine (0.40 g, 3.5 mmol). The reaction mixture was stirred at 90° C. for 1 h and quenched by addition of water (15 mL). The resulting mixture was extracted by EtOAc and the combined organic layers were washed with water (20 mL) and brine (25 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the title compound as a yellow oil (0.74 g, Yield: 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08343944B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-25e5518d404f47f6afe6e431fbd9486d |
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| Source note | uspto-grants-2013_01 |
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