HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535468Generated: November 1, 2026
Hydrochloric Acid → HCID 56598479, compound
https://huagongshe.com/reaction/535468
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733286 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | HCID 66653201 | HCID 66653201 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 56598479 | HCID 56598479 | 5.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859544B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-5ff87fd82f9a458d9f855e273abd838e |
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| Source note | uspto-grants-2014_10 |
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