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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928858Generated: November 3, 2026

Diisopropylethylamine → Rac-(7-methoxy-indan-1-yl)-(6-nitro-quinolin-2-yl)-amine

https://huagongshe.com/reaction/1928858

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-6-nitroquinolineHCID 10921723—
Reactant7-Methoxy-2,3-dihydro-1H-inden-1-amineHCID 18619881—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductRac-(7-methoxy-indan-1-yl)-(6-nitro-quinolin-2-yl)-amineHCID 6863220180%

Reaction Conditions

Temperature140 °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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183380B2
Source datasetuspto-grants-2012_05
ORD IDord-8da03591bf89413db035d426a08af6c3
Source noteuspto-grants-2012_05