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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586737Generated: November 2, 2026

Nitrogen → HCID 19379860, compound

https://huagongshe.com/reaction/1586737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantAmmonium ChlorideHCID 25517—
ReactantMagnesium ChlorideHCID 5360315—
ReactantHCID 19379838HCID 19379838—
ReactantHCID 19379879HCID 19379879—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 19379860HCID 1937986050.2%

Reaction Conditions

Temperature130 °C

Reaction Steps

To 6-chloro-2-methoxycarbonyl-1-(4-fluorophenyl)-3-indolinon (7.5 g) in NMP (75 ml) was added MgCl2, 6H2O (9 g). The mixture was heated at 130° C. under N2 for one hour and finally the temperature was raised to 190° C. while H2O vapours were carried away by a gentle stream of N2. 1-[2-[3-(2-propyl)-2-imidazolidinon-1-yl]ethyl]-piperazine (12 g) in NMP (30 ml) were added and the temperature kept at 190°-200° C. for another hour. After cooling to room temperature the reaction mixture was poured into ethyl acetate (200 ml) and a saturated NH4Cl solution (500 ml) added. The organic phase was separated, dried (anh. MgSO4), filtered and the solvent evaporated. The remaining oil was purified by column chromatography on silica gel (eluent ethyl acetate/ethanol/triethylamine 90/10/4) yielding 5.7 g of pure title compound 6a. Mp: 176° -177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05216001
Source datasetuspto-grants-1993_06
ORD IDord-d2a98de8b1d346e6a177e7c098eb9e2e
Source noteuspto-grants-1993_06