Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69180653 | HCID 69180653 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69193072 | HCID 69193072 | 89% |
Reaction Steps
Modifying the procedure described in Part E of Examples 127-135, 2-(2-{[3-(butyrylamino)[1,5]naphthyridin-4-yl]amino}ethoxy)ethyl acetate hydrochloride (approximately 24.5 mmol) was treated with 2 M NaOH (37 mL, 73.5 mmol) in ethanol. After the solution was heated at 60° C. overnight, more 2 M NaOH was added (1 equivalent) and the mixture was heated at 70° C. for 8 hours. After the work-up described in Part E of Examples 127-135, 6.55 g of 2-[2-(2-propyl-1H-imidazo[4,5-c][1,5]naphthyridin-1-yl)ethoxy]ethanol was isolated as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673932B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-bb53bec4db1f46f4b9f018a26bbe52db |
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| Source note | uspto-grants-2014_03 |
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