HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium hydroxide, monohydrate → 1-(5-(4-Methylpyridin-2-yl)pyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | Methyl 1-(5-(4-methylpyridin-2-yl)pyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylate | HCID 118676909 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 1-(5-(4-Methylpyridin-2-yl)pyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid | HCID 118666042 | — |
Reaction Steps
Lithium hydroxide monohydrate (0.27 g, 6.4 mmol) was added to an ice-cooled suspension of the methyl ester 269a) (1.0 g, 2.56 mmol) in THF/water (1:1, 50 mL) and the resulting mixture was stirred at room temperature for 16 h. The solvent was removed under vacuum, and the residue was dissolved in water (20 mL) and washed with dichloromethane (2×20 mL). The aqueous phase was acidified with sodium hydrogen sulfate and extracted with dichloromethane (3×50 mL). The combined organic layers were dried over sodium sulfate and evaporated to dryness. White solid. Yield: 0.9 g (93% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315490B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0a09027d3aeb4f5b9b43f545df63364f |
| Source note | uspto-grants-2016_04 |