HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → [5-(5-Fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-(5-fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester | HCID 67498765 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | [5-(5-Fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazol-4-yl]-methanol | HCID 67499018 | 95.7% |
Reaction Steps
To a solution of 5-(5-fluoro-pyridin-2-yl)-3-trimethylsilanylmethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester (530 mg, 1.64 mmol) in toluene (15 mL) at −7° C. was added sodiumdihydro-bis(2-methoxyethoxy)aluminate (705 μL, 2.47 mmol) and the reaction mixture was stirred at room temperature for 16 h. The mixture was then cooled with ice and NaOH (1 N, 3.3 mL) and extracted with ethyl acetate and the combined organic extracts washed with brine, dried over sodium sulphate, filtered and evaporated to afford the title compound (440 mg, 84%) as a light brown oil. MS: m/e=281.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742097B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-357e1252268f492089a98f40d627be48 |
| Source note | uspto-grants-2014_06 |