HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(7-Fluoro-3-methoxycarbonylmethyl-2-methyl-naphthalene-1-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl piperazine-1-carboxylate | HCID 143452 | — |
| Reactant | (4-Chlorocarbonyl-6-fluoro-3-methyl-naphthalen-2-yl)-acetic acid methyl ester | HCID 59326710 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(7-Fluoro-3-methoxycarbonylmethyl-2-methyl-naphthalene-1-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 59326725 | 92.2% |
Reaction Steps
To a solution of (4-chlorocarbonyl-6-fluoro-3-methyl-naphthalen-2-yl)-acetic acid methyl ester (294 mg, 1.0 mmol) and piperazine-1-carboxylic acid tert-butyl ester (279 mg, 1.5 mmol) in dichloromethane was added triethylamine (458 μL, 3.3 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-(7-fluoro-3-methoxycarbonylmethyl-2-methyl-naphthalene-1-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (410 mg, 92%) 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-d95064743bd849e8824961e2df5d96fd |
| Source note | uspto-grants-2012_05 |