HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491768Generated: October 31, 2026
Hydrochloric Acid → HCID 178474845, compound
https://huagongshe.com/reaction/491768
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 178499403 | HCID 178499403 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178474845 | HCID 178474845 | 80.1% |
Reaction Steps
Trans-3-[4-(N-acetyl-N-methylamino)cyclohexylcarbonylamino]-5-methoxycarbonylmethyl-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (2.95 g) obtained in Example 2 is suspended in tetrahydrofuran (65 ml), and thereto is added lithium borohydride (238 mg), and the mixture is stirred at room temperature for 12 hours. To the reaction solution is poured 10% hydrochloric acid under ice-cooling, and the mixture is stirred at room temperature for 15 minutes. Subsequently, the reaction solution is neutralized with a saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer is washed with a saturated brine, dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The resulting residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate, then chloroform/methanol=40/1), and the resulting residue is suspended in diethyl ether. The precipitates are collected by filtration to give the title compound (2.24 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07531537B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-6694e9ce84e444f68951d2b8a651a6d5 |
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| Source note | uspto-grants-2009_05 |
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