HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → [2-(7-Methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 58081030 | HCID 58081030 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [2-(7-Methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetic acid | HCID 58081062 | 96% |
Reaction Steps
To a solution of ethyl[2-(7-methyl-5-{[6-(methylsulfonyl)pyridin-3-yl]oxy}-1H-indol-2-yl)-4,5-dihydro-1,3-thiazol-5-yl]acetate (2.59 g), methanol (25 mL), and tetrahydrofuran (25 mL) was added an aqueous solution (15 mL) of potassium hydroxide (1.0 g), and the mixture was stirred at room temperature for 6 hr. The reaction solution was concentrated, acidified with aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained pale-yellow crystals were washed with ethyl acetate-hexane to give the title compound (2.33 g, yield 96%) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557805B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-6d9b7162980c4407b59308f9d68b311c |
| Source note | uspto-grants-2013_10 |