HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[4-(2-Hydroxyethyl)pyrazol-1-yl]pyridine-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-[4-[2-[Tert-butyl(dimethyl)silyl]oxyethyl]pyrazol-1-yl]pyridine-4-carbonitrile | HCID 86725661 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[4-(2-Hydroxyethyl)pyrazol-1-yl]pyridine-4-carbonitrile | HCID 86725663 | 91% |
Reaction Steps
To a solution of 2-[4-[2-[tert-butyl(dimethyl)silyl]oxyethyl]pyrazol-1-yl]pyridine-4-carbonitrile (1.2 g, 3.6 mmol) in THF (15 mL) at 0° C. was added 3N HCl (5 mL). The reaction mixture was then stirred for 2 hours at room temperature. Cool to 0° C., added ethyl acetate, water and acidified with NaHCO3 to pH=8. The mixture was then extracted with ethylacetate, concentrated to afford the title compound (700 mg, 91%). [M+H] Calc'd for C11H10N4O, 215; Found, 215.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987461B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-ac0be5b1c99e40a79900825944087065 |
| Source note | uspto-grants-2015_03 |