HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86655375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86655374 | HCID 86655374 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86655375 | HCID 86655375 | 88.4% |
Reaction Steps
A solution of 3-[(2-amino-1,3-benzothiazol-6-yl)oxy]-N-[4-(trifluoromethyl)phenyl]benzamide (215 mg, 0.50 mmol) produced in Example A25(v), cyclopropanecarbonyl chloride (210 mg, 2.00 mmol) and N-ethyl-N-isopropylpropane-2-amine (518 mg, 4.00 mmol) in tetrahydrofuran (10 mL) was stirred at room temperature for 18 hr. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (eluent:hexane/ethyl acetate=1:1), and triturated with diethyl ether to give the title compound (220 mg, 88%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324395B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-c7fa254b1446418f8bd727442bb08d6a |
| Source note | uspto-grants-2012_12 |