HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-Fluorobenzenesulfonic 2-[(piperidine-4-carbonyl)amino]-benzothiazol-6-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorobenzenesulfonyl chloride | HCID 9588 | — |
| Reactant | 4-(6-Hydroxybenzothiazol-2-ylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester | HCID 57980837 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 4-Fluorobenzenesulfonic 2-[(piperidine-4-carbonyl)amino]-benzothiazol-6-yl ester | HCID 57980845 | 76.5% |
Reaction Steps
A solution of 4-(6-hydroxybenzothiazol-2-ylcarbamoyl)piperidine-1-carboxylic acid tert-butyl ester (intermediate 2) (454 mg, 1.20 mmol), of 4-fluoro-benzenesulfonyl chloride (234 mg, 1.20 mmol) and of triethylamine (320 μl) in 10 ml of acetone is stirred at room temperature for 1 hour. The triethylamine hydrochloride is filtered off and the filtrate is evaporated. The crude reaction product is purified by column chromatography (eluent: EtOAc/heptane (7/3)) to give 400 mg of 4-fluorobenzenesulfonic 2-[(piperidine-4-carbonyl)amino]-benzothiazol-6-yl ester (white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632952B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-fdc4ed8c18db40f89ef5c5d42164be0b |
| Source note | uspto-grants-2009_12 |