HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-(3-Methoxyphenyl)pyrimidine-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 2-(3-Methoxy-phenyl)-pyrimidine-5-carboxylic acid methyl ester | HCID 68558087 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-Methoxyphenyl)pyrimidine-5-carboxylic acid | HCID 53211740 | 103.1% |
Reaction Steps
A mixture of 2-(3-methoxy-phenyl)-pyrimidine-5-carboxylic acid methyl ester (145 mg, 0.59 mmol), lithium hydroxide monohydrate (49.5 mg, 1.18 mmol), MeOH (1.5 mL), water (1.5 mL) and THF (1.5 ml) is stirred at rt for 3.5 hrs. The reaction mixture is concentrated, and water (1 mL) and 1 N aqueous HCl (1.2 mL) are added. The precipitated product is filtered and dried to afford 2-(3-methoxy-phenyl)-pyrimidine-5-carboxylic acid (140 mg). MS: 231 (M+H); 1H NMR (DMSO-d6): δ 4.62 (s, 3H), 7.54 (m, 2H), 8.14 (s, 1H), 8.34 (m, 1H), 8.46 (s, 1H), 9.30 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08258130B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-1d801f163d944baf9a2dfb3015b12150 |
| Source note | uspto-grants-2012_09 |