HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Rac-(7-methoxy-indan-1-yl)-(6-nitro-quinolin-2-yl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-6-nitroquinoline | HCID 10921723 | — |
| Reactant | 7-Methoxy-2,3-dihydro-1H-inden-1-amine | HCID 18619881 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | Rac-(7-methoxy-indan-1-yl)-(6-nitro-quinolin-2-yl)-amine | HCID 68632201 | 80% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A mixture of 2-chloro-6-nitro-quinoline (1.8 g, 8.62 mmol) in 1-methyl-2-pyrrolidone (5 mL) with the above described 7-methoxy-indan-1-ylamine (1.69 g, 10.35 mmol) and N-ethyldiisopropylamine (2.22 mL, 12.94 mmol) was stirred at 140° C. for 2 h. Cooled to 23° C., poured onto water and extracted twice with ethyl acetate, dried over Na2SO4 and evaporated totally to give a crude product which was purified by silica gel column chromatography with heptane/dichloromethane followed by trituration with diethyl ether to give the title compound as a yellow solid (2.3 g, 80%); MS: m/e=336.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183380B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-8da03591bf89413db035d426a08af6c3 |
| Source note | uspto-grants-2012_05 |