Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride, 2,4-dichloro- | HCID 204419 | — |
| Reactant | Ethyl 3-[3-(aminomethyl)-4-methoxyphenyl]-2-isopropoxypropanoate | HCID 22493983 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57719600 | HCID 57719600 | 4.1% |
Reaction Steps
To a solution of 33 mg of ethyl 3-[3-(aminomethyl)-4-methoxyphenyl]-2-isopropoxypropanoate and 25 mg of 2,4-dichlorobenzenesulfonyl chloride in 0.8 ml of dichloromethane was added 40 μl of pyridine under ice-cooling, and stirring was continued at room temperature for 4 hours. After removing the solvent, to the residue were added 1.0 ml of ethanol and 0.3 ml of 2N aqueous sodium hydroxide, and the mixture was stirred at room temperature for 2 hours. The reaction solution was diluted with water, and neutralized with 2N hydrochloric acid. The mixture was extracted with ethyl acetate and concentrated. Then, the residue was purified by HPLC using a reverse-phase column by using an elution solvent of water-acetonitrile-trifluoroacetic acid system, to give 2.0 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544835B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-7d9bda4636134498833dda90f442efe6 |
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| Source note | uspto-grants-2009_06 |
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