Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 77230811 | HCID 77230811 | — |
| Catalyst | HCID 178418406 | HCID 178418406 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 77230810 | HCID 77230810 | — |
Reaction Steps
A 2.2 g (7.5 mmol) portion of 1-(2-bromo-6-chlorothieno[2,3-b]pyridin-5-yl)-ethanol was dissolved in toluene and treated with manganese dioxide (6.5 g, 75 mmol, 10 eq). The mixture was heated to 90° C. overnight, then cooled rt and filtered through Celite™. The filter cake was rinsed with toluene and concentrated to afford crude material. The residue was purifed by column chromatography using ethyl acetate in hexanes to afford 1-(2-bromo-6-chlorothieno[2,3-b]pyridin-5-yl)ethanone. LC/MS (M+1, found=291.9). 1H NMR (400 MHz, CDCl3) δ 8.17 (s, 1H), 7.36 (s, 1H), 2.75 (s, 3H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759371B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-40f329f3b22644b090c90ae9f6192730 |
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| Source note | uspto-grants-2014_06 |
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