HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-{4-[2-(4-Cyano-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylmethoxy]-phenyl}-hex-4-ynoic acid ethyl ester → (S)-3-{4-[2-(4-Cyano-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylmethoxy]-phenyl}-hex-4-ynoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-{4-[2-(4-Cyano-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylmethoxy]-phenyl}-hex-4-ynoic acid ethyl ester | HCID 118130002 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-3-{4-[2-(4-Cyano-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylmethoxy]-phenyl}-hex-4-ynoic acid | HCID 118129979 | 92.6% |
Reaction Steps
To a solution of (S)-3-{4-[2-(4-cyano-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-6-ylmethoxy]-phenyl}-hex-4-ynoic acid ethyl ester (0.130 g, 0.2795 mmol) in THF (10 mL) is added potassium trimethylsilanoate (0.143 g, 1.118 mmol) and the reaction mixture is stirred at room temperature for 2 hours. The reaction mixture is evaporated to dryness, the residue is washed with n-pentane, redissolved in water (5 mL) and is acidified with saturated citric acid solution (pH ˜5). The precipitated solid is filtered, washed with water, and dried to give the title compound as an off-white solid (0.113 g, 56.5%). LCMS m/z 437 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120793B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-c192afb91c5c425ba2be0835652e1721 |
| Source note | uspto-grants-2015_09 |