Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 118699712 | HCID 118699712 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 118699727 | HCID 118699727 | — |
Reaction Steps
A solution of methyl 3-(8,9-dihydrothieno[3,2-c]-2,7-naphthyridin-7(6H)-yl)benzoate (3.54 g, 10.91 mmol) in 1,4-dioxane (150 ml) was treated with 1.0 N NaOH(aq.) (32.73 ml, 32.73 mmol) and the reaction mixture was stirred at 90° C. for 3.5 hours. The solvent was removed in vacuo and the residue was partitioned between water and diethyl ether. The organic phase was discarded and the aqueous phase was acidified to pH ˜4-5 with 1.0 N HCl(aq.). The resulting precipitate was collected, washed with water, EtOAc, and dried in vacuo at 35° C. to afford the title compound as a yellow, amorphous solid (2.66 g, 79%). MS (APCl): (M+1)+=311;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09255096B1 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-916774573d304105831200ff03d1eaf4 |
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| Source note | uspto-grants-2016_02 |
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