Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Chloropyrazine | HCID 73277 | — |
| Reactant | HCID 86761618 | HCID 86761618 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 49806493 | HCID 49806493 | 15% |
Reaction Steps
As shown in step 8-iii of Scheme 8, of 6-(5-methoxypyridin-3-yl)benzo[d]thiazol-2-amine (250 mg; 0.97 mmol) was dissolved in 4.0 mL of dry DMA. Cesium carbonate (650 mg; 2.0 mmol] and 2-chloropyrazine (Aldrich Chemical Co. Cat. No. 13, 248-9, 250 mg; 2.35 mmol) were added and the mixture heated in a sealed tube under microwave irradiation at 200° C. for 15 minutes. After cooling, the volatiles were removed under reduced pressure and residue purified via reversed-phase HPLC using an acetonitrile/water gradient (0.1% TFA). Fractions containing pure product were combined and lyophilized to provide (Compound 1, 50 mg, 15% yield) as an off-white powder: LCMS (M+H) 336.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08268999B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-47234d8da79a41b6b6f425fe0a3500f7 |
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| Source note | uspto-grants-2012_09 |
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