Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 18442414 | HCID 18442414 | — |
| Reactant | Phenyl [1-methyl-5-(tritylamino)pyrazol-4-yl]carbamate | HCID 21904567 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86597869 | HCID 86597869 | 87.7% |
Reaction Steps
To a suspension of phenyl [1-methyl-5-(tritylamino)pyrazol-4-yl]carbamate (423 mg) and tert-butyl 2-{[3-(tritylamino)propyl]amino}ethylcarbamate (410 mg) in dehydrated chloroform (2.5 ml) was added N-ethyldiisopropylamine (0.152 ml), and the mixture was stirred under reflux for 16 hours. To the reaction mixture was added ethyl acetate, and the solution was washed successively with water, 5% aqueous citric acid solution, 1M aqueous sodium hydroxide solution and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with 5% methanol/methylene chloride to give tert-butyl (2-{N-({[1-methyl-5-(tritylamino)pyrazol-4-yl]amino}carbonyl)-N-[3-(tritylamino)propyl]amino}-ethyl)carbamate (657 mg) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07192943B2 |
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| Source dataset | uspto-grants-2007_03 |
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| ORD ID | ord-e99c643f63924ed6b583d537b13dadec |
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| Source note | uspto-grants-2007_03 |
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