HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,O-Dimethylhydroxylamine → HCID 53645995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 22124479 | HCID 22124479 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 53645995 | HCID 53645995 | 81.1% |
Reaction Steps
To a solution of N,O-dimethylhydroxylamine (1.14 g in 50 mL dry methylene chloride) was added 1.5 mL triethylamine followed by 4-[2-(1 -tert-butoxycarbonylpiperidin-2-yl)-ethoxy]-7-chloro-3-(3,5-dimethylphenyl)-2-oxo-1,2-dihydroquinoline-6-carboxylic acid (EXAMPLE 4.1, Step F, 1.35 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC, 1.35 g) and 4-dimethylaminopyridine (400 mg) and the mixture stirred at room temperature. After 36 hours, the mixture was concentrated in vacuo and the residue purified by flash chromatography on silica gel (ethyl acetate) to give the title compound (1.18 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06150352 |
| Source dataset | uspto-grants-2000_11 |
| ORD ID | ord-c51659a53cc0406b84bf69eb2a11af96 |
| Source note | uspto-grants-2000_11 |