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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104441Generated: October 30, 2026

Hydrochloric Acid → HCID 68447707, compound

https://huagongshe.com/reaction/2104441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantN-((1R*,2R)-2-{[(5-Chloroindol-2-yl)carbonyl]amino}-cyclopentyl)-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamide hydrochlorideHCID 68451909—
SolventAcetic AcidHCID 176—
SolventAcetoneHCID 180—
SolventEthanolHCID 702—
SolventTriethylamineHCID 8471—
ProductHCID 68447707HCID 68447707—

Reaction Steps

The compound (30 mg) obtained in Example 23 was suspended in methylene chloride (20 mL), and triethylamine (260 μl) was added, followed by stirring at room temperature for 15 minutes. Acetic acid (179 μl) and acetone (920 μl) were added to the reaction mixture, and the resultant mixture was stirred at room temperature for 2 minutes. Sodium triacetoxyborohydride (796 mg) was added to the reaction mixture to stir them at room temperature for 5 hours. 1N aqueous sodium hydroxide (10 mL) was added to the reaction mixture for partitioning the mixture. The resultant organic layer was dried over sodium sulfate anhydrate, and the solvent was distilled away under reduced pressure. The residue was purified by silica gel column chromatography (methylene chloride:methanol=100:3) to give a colorless foamy substance. This product was dissolved in methylene chloride, and 1N HCl in ethanol (1 mL) was added. The solution was concentrated under reduced pressure to give the title compound (205 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576135B2
Source datasetuspto-grants-2009_08
ORD IDord-9ee78d318ce34de28fa42fc2c2cd8091
Source noteuspto-grants-2009_08