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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535468Generated: November 1, 2026

Hydrochloric Acid → HCID 56598479, compound

https://huagongshe.com/reaction/535468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
ReactantMethylamine hydrochlorideHCID 6364545—
ReactantHCID 66653201HCID 66653201—
SolventDimethylformamideHCID 6228—
ProductHCID 56598479HCID 565984795.8%

Reaction Steps

0.36 g (5.31 mmol) of methylamine hydrochloride, 1.3 g (3.99 mmol) of TOTU and 1.37 g (10.63 mmol) of DIEA are added to 1 g (2.66 mmol) of 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid in 23 ml of anhydrous DMF. The reaction medium is stirred at ambient temperature under a nitrogen atmosphere for 8 h. 0.36 g (5.33 mmol) of methylamine hydrochloride is added to the reaction medium. After 18 h at ambient temperature, the reaction medium is hydrolysed with a 1N solution of HCl and then extracted with ethyl acetate. The organic phase is washed with a saturated solution of sodium chloride, dried over sodium sulphate, and then concentrated under reduced pressure. The residue obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (90/10) mixture. 0.06 g of a yellow solid is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859544B2
Source datasetuspto-grants-2014_10
ORD IDord-5ff87fd82f9a458d9f855e273abd838e
Source noteuspto-grants-2014_10