Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroacetonitrile | HCID 7856 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 66732753 | HCID 66732753 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86647602 | HCID 86647602 | — |
Reaction Steps
Benzyltriethyl ammonium chloride (23 mg, 0.00001 mole) was added to a mixture of 50% potassium hydroxide solution and tetrahydrofuran (10 ml) and the mixture was cooled to 0° C. Chloroacetonitrile (0.020 ml, 0.00026 mole) and 3-[4-(cyclohexylamino)-1-ethyl-1H-pyrazolo[3,4-b]pyridin-5-yl]-1-oxa-2-azaspiro[4.5]dec-2-en-8-one (100 mg, 0.00025 mole) (example 25) in tetrahydrofuran were added to the reaction mixture. It was stirred for about 4 hours at room temperature and water was added. The reaction mixture was extracted with ethyl acetate, organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product was purified by preparative thin layer chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420666B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-38b676421dc343a7b9019d07c0418bf5 |
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| Source note | uspto-grants-2013_04 |
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