HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | methyl 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carboxylate | HCID 66778425 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carbaldehyde | HCID 43348633 | 27% |
Reaction Steps
To a solution (150 mL) of methyl 1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-methyl-1H-pyrazole-4-carboxylate (7.0 g) synthesized above in tetrahydrofuran was added dropwise diisobutylaluminum hydride (1.5M toluene solution, 58.4 mL) at 0° C. After stirring for 30 min, the reaction mixture was poured into 2N hydrochloric acid of 0° C., and the mixture was extracted with ethyl acetate. The extract was dried over magnesium sulfate, and the solvent was evaporated. The residue was treated in the same manner as in Example 1(5) to give the title object compound (1.7 g, 27%) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436043B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-f81df87bddb24227b013d54ddfa8437b |
| Source note | uspto-grants-2013_05 |