Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methylmalonylchloride | HCID 10931669 | — |
| Reactant | Ethyl 1-(aminomethyl)cyclobutanecarboxylate | HCID 45122079 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57654660 | HCID 57654660 | — |
Reaction Steps
1-Aminomethyl-cyclobutanecarboxylic acid ethyl ester (WO2006/100208) (1.26 g, 8.0 mmol) and triethylamine (0.88 ml, 9.6 mmol) are dissolved in 30 ml dichloromethane (DCM). The solution is cooled to 0° C. and methylmalonylchloride (0.88 ml, 8.0 mmol) in 10 ml DCM is added within 15 minutes. The reaction mixture is stirred for 1 hour at 0° C. followed by 72 hours stirring at room temperature. The reaction mixture is diluted with 400 ml ethyl acetate, and washed with NaHCO3 solution, 1N HCl and brine. Evaporation of the solvent provides the title compound as viscous oil. LC-MS (m/z, ES+): 258 (MH+), retention time: 1.28 mins (LC-MS method 8)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07838674B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-098985568970476e837d8877df261dee |
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| Source note | uspto-grants-2010_11 |
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