HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-Chloro-6-(cyclopropylmethoxy)pyridine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl 5-chloro-6-(cyclopropylmethoxy)nicotinate | HCID 86731230 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Chloro-6-(cyclopropylmethoxy)pyridine-3-carboxylic acid | HCID 28413957 | 89.2% |
Reaction Steps
A mixture of methyl 5-chloro-6-(cyclopropylmethoxy)nicotinate (2.00 g), THF (15 mL), methanol (1.7 mL) and 2 M aqueous lithium hydroxide solution (8.3 mL) was stirred at room temperature for 20 min. The reaction mixture was neutralized with 1 M hydrochloric acid at 0° C., and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure, and the obtained solid was washed with diethyl ether/hexane to give the title compound (1.68 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133129B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-a3fdfb6170fb479a95681a75a9c1f3ce |
| Source note | uspto-grants-2015_09 |