Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-3-nitropyridine | HCID 79613 | — |
| Reactant | HCID 18331424 | HCID 18331424 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 17783816 | HCID 17783816 | 69% |
Reaction Steps
A mixture of 3-(di-(t-butoxycarbonyl)aminomethyl)aniline (1.50 g), triethylamine (2.0 ml), 2-chloro-3-nitropyridine (1.10 g) and anhydrous dimethylformamide (15 ml) was stirred at 60° C. for 20 h and, thereafter, ethyl acetate and water were added. The organic layer was washed with a saturated aqueous sodium chloride solution, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1) to give 1.42 g of the titled compound (yield, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06331553B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-168d0c064d974f2ea66d86688ee7fe4d |
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| Source note | uspto-grants-2001_12 |
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