Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dimethylcarbamoyl Chloride | HCID 6598 | — |
| Reactant | HCID 70570127 | HCID 70570127 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70571510 | HCID 70571510 | 92.3% |
Reaction Steps
tert-Butyl (2-{[(4′-aminobiphenyl-3-yl)methyl](methyl)amino}-2-oxoethyl)carbamate (200 mg) and pyridine (64 mg) were dissolved in methylene chloride (6 ml), followed by ice-cooling. Dimethylcarbamoylchloride (64 mg) was added thereto, followed by warming to room temperature and stirring for 1 hour. The reaction mixture was subjected to liquid separation with CHCl3 and water. The organic layer was separated, and then the aqueous layer was extracted with CHCl3 again. These organic layers were combined and dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (2% MeOH/CHCl3) to obtain tert-butyl {2-[({4′-[(dimethylcarbamoyl)amino]biphenyl-3-yl}methyl)(methyl)amino]-2-oxoethyl}carbamate (220 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802679B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-b3a9c3c952a446aba643e46d54d7a095 |
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| Source note | uspto-grants-2014_08 |
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