HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-4-thiazolecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | ethyl-2-[1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-4-thiazolecarboxylate | HCID 66911511 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-[1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-4-thiazolecarboxylic acid | HCID 66601457 | 90.1% |
Reaction Steps
A solution of ethyl-2-[1-[[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl]-4-piperidinyl]-4-thiazolecarboxylate (13.0 g, 30.2 mmol) (i.e. the product of Example 19, Step B) in 60 mL of methanol was cooled to 0° C. and treated with a 1 N aqueous NaOH solution (36.3 mL, 36.3 mmol). The reaction mixture was allowed to warm to room temperature, and stirred for 5 h. The reaction mixture was cooled again to 0° C. and treated with 1 N aqueous hydrochloric acid (36.3 mL, 36.3 mmol). The resulting precipitate was filtered, washed with water and dried in a vacuum oven at 100° C. to give 10.95 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-dba566e61c564ec4a3ea7bdad27ebd47 |
| Source note | uspto-grants-2013_11 |