HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[4-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-1-piperazinyl]-4-thiazolecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | ethyl-2-[4-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-1-piperazinyl]-4-thiazolecarboxylate | HCID 67460845 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[4-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-1-piperazinyl]-4-thiazolecarboxylic acid | HCID 67151088 | 82.2% |
Reaction Steps
A solution of ethyl-2-[4-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-1-piperazinyl]-4-thiazolecarboxylate (0.83 g, 1.93 mmol) (i.e. the product of Example 30, Step C) in a mixture of methanol (10 mL) and tetrahydrofuran (10 mL) was treated with a 1 N aqueous NaOH solution (4.0 mL, 4.0 mmol). The reaction mixture was stirred at room temperature for 2 h, then treated with 1 N aqueous hydrochloric acid solution (4.5 mL, 4.5 mmol). The resulting mixture was concentrated in vacuo and the resulting suspension was diluted with dichloromethane and filtered to give solid. The resulting solid was washed with dichloromethane and diethyl ether, and air dried to give 0.64 g of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08586611B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-bcc16857bb9e4fe7bd991256015553a7 |
| Source note | uspto-grants-2013_11 |