HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 2-(4-Methoxypyrimidin-5-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl(4-methoxy-5-pyrimidinyl)acetate | HCID 57907464 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-Methoxypyrimidin-5-yl)acetic acid | HCID 57907538 | — |
Reaction Steps
To a stirred solution of 0.21 g (1.14 mmol) of methyl (4-methoxy-5-pyrimidinyl)acetate from Step A above in 0.5 mL of water and 1.5 mL of ethanol was added 81 mg (1.9 mmol) of lithium hydroxide hydrate. The reaction mixture was stirred at ambient temperature for 2 h then concentrated in vacuo to remove all volatiles. The residue was diluted with 3 mL of 2.0 M aqueous hydrogen chloride and then concentrated in vacuo to remove all volatiles to yield the title compound as an off white solid (191 mg, 90%). 1H-NMR (500 MHz, CD3OD) δ: 8.72 (s, 1H), 8.35 (s, 1H), 4.01 (s, 3H), 3.57 (s, 2H). LC-MS: m/z (E/S) 169 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399480B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-015f84feb4f24f6fb3fe74434cfb7ff1 |
| Source note | uspto-grants-2013_03 |