Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium pentafluoropropionate | HCID 2733305 | — |
| Reactant | HCID 86725172 | HCID 86725172 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 86725171 | HCID 86725171 | 37% |
Reaction Steps
A mixture of 2-(3-ethylsulfanyl-pyridin-2-yl)-6-iodo-3-methyl-3H-imidazo[4,5-b]pyridine (835 mg), sodium pentafluoropropionate (2.0 g), copper iodide (2.0 g), NMP (10 ml) and xylene (50 ml) was stirred while heating to 150° C. for 8 hours. After allowing to cool to room temperature, to the reaction mixture were added 40% aqueous ammonia solution and saturated aqueous sodium hydrogen carbonate solution and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 2-(3-ethylsulfanyl-pyridin-2-yl)-3-methyl-6-pentafluoroethyl-3H-imidazo[4,5-b]pyridine (303 mg) which is hereinafter referred to as “the present compound 6”.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018134B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-6db01f8d2c4a4c0b9aa6898119b3df20 |
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| Source note | uspto-grants-2015_04 |
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