HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [4-(4-Ethanesulfonyl-piperazine-1-carbonyl)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethanesulfonyl chloride | HCID 11667 | — |
| Reactant | [6-Fluoro-3-methyl-4-(piperazine-1-carbonyl)-naphthalen-2-yl]-acetic acid methyl ester trifluoroacetate | HCID 67367468 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [4-(4-Ethanesulfonyl-piperazine-1-carbonyl)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester | HCID 59326736 | 87.1% |
Reaction Steps
To a solution of [6-fluoro-3-methyl-4-(piperazine-1-carbonyl)-naphthalen-2-yl]-acetic acid methyl ester trifluoroacetate (45.8 mg, 0.10 mmol) and ethanesulfonyl chloride (14 μL, 0.15 mmol) in dichloromethane was added triethylamine (306 μL, 2.2 mmol). The resulting mixture was stirred at room temperature overnight, and concentrated in vacuo. The residue was purified by column chromatography (gradient elution with 20-40% ethyl acetate in petroleum ether) to afford [4-(4-ethanesulfonyl-piperazine-1-carbonyl)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester (38 mg, 87%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188090B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-6ce42c9a0f0a433284e6f5c6d18e8c12 |
| Source note | uspto-grants-2012_05 |