HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 57855892, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid | HCID 11392184 | — |
| Reactant | HCID 57855894 | HCID 57855894 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57855892 | HCID 57855892 | 85.7% |
Reaction Steps
A solution of 6-Amino-5-methyl-2-trifluoromethyl-quinoline-7-carboxylic acid (0.60 g, 2.22 mmol), 2-(3-Chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carboxylic acid (0.65 g 2.22 mmol) and pyridine (0.79 g, 9.992 mmol) in acetonitrile (30 ml) is cooled to 0-5° C. and treated drop wise with methane sulphonyl chloride (0.89 g, 7.77 mmol) dissolved in ca. 2 ml of acetonitrile. TLC analysis (4:1 hexane:ethyl acetate) after 2 hr shows reaction completion. The reaction mixture is concentrated to ca. 2/3 the original volume in vacuo and then poured onto 75 ml of ice/water. The resultant crystals are filtered at the pump, washed with water and dried in vacuo. This gives the title compound (1.0 g, 85.7%) as orange crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580785B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-0be1f2a682474eb29340a7d9680df7d9 |
| Source note | uspto-grants-2013_11 |