Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dioxa-8-azaspiro(4.5)decane | HCID 67435 | — |
| Reactant | HCID 58997595 | HCID 58997595 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58997601 | HCID 58997601 | 88% |
Reaction Steps
Trifluoro-methanesulfonic acid 5-cyano-6-cyanomethylsulfanyl-4-propyl-pyridin-2-yl ester (1.83 g, 5.00 mmol) (see Example 1, Method B) and 1,4-dioxa-8-aza-spiro[4.5]decane (0.66 mL, 5.00 mmol) were suspended in 3 mL of dioxane. Triethylamine (0.84 mL, 6.0 mmol) was added. The reaction mixture was heated in a SmithSynthesizer™ (Personal Chemistry) at 100° C. for 2 h. The reaction mixture was poured into water and the resulting solid was collected by filtration and recrystallized from acetonitrile to give 3-amino-6-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-4-propyl-thieno[2,3-b]pyridine-2-carbonitrile as a yellow solid (1.57 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07291733B2 |
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| Source dataset | uspto-grants-2007_11 |
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| ORD ID | ord-4e77acbdbc5e44fa8bbf740e7083cbd2 |
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| Source note | uspto-grants-2007_11 |
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