HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(Aminomethyl)quinoline → Carbamic acid, N-[6-chloro-3-nitro-2-[(6-quinolinylmethyl)amino]-4-pyridinyl]-, 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(Aminomethyl)quinoline | HCID 1514384 | — |
| Reactant | Tert-butyl (2,6-dichloro-3-nitropyridin-4-yl)carbamate | HCID 86671448 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Carbamic acid, N-[6-chloro-3-nitro-2-[(6-quinolinylmethyl)amino]-4-pyridinyl]-, 1,1-dimethylethyl ester | HCID 86672382 | 95.4% |
Reaction Steps
A solution of tert-butyl 2,6-dichloro-3-nitropyridin-4-ylcarbamate (1.2 g, 3.9 mmol) and quinolin-6-ylmethanamine (616 mg, 3.9 mmol) in CH3CN (15 mL) and Et3N (1 mL) was stirred at 80° C. for 1 h. After cooled to room temperature, the mixture was concentrated. The residue was purified by chromatography to afford the title compound (1.60 g). MS (m/z): 430 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987269B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-6756f73aad7841f18f9c75ef4472eb5c |
| Source note | uspto-grants-2015_03 |