Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58154662 | HCID 58154662 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | HCID 58154615 | HCID 58154615 | 90.5% |
Reaction Steps
A mixture of methyl 2-(pyridin-3-yl)quinazoline-8-carboxylate (3.5 g, 13.2 mmol) and LiOH (0.48 g, 19.8 mmol) in 1:1 THF/H2O (50 mL) was stirred at 50° C. for 2 hours. The solvent was removed in vacuo and water (20 mL) was added. Aqueous solution was adjusted to pH=3 with 1N aqueous hydrochloride solution. The mixture was extracted with ethyl acetate (3×50 mL). The combined organic layers were dried (Na2SO4), concentrated in vacuo, and purified by silica gel column chromatography (2.5% MeOH in CH2Cl2) to obtain 2-(pyridin-3-yl)quinazoline-8-carboxylic acid (3.0 g, 90% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685970B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-cd65c74859a44ca2a4edd72b47e77e28 |
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| Source note | uspto-grants-2014_04 |
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