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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994794Generated: October 30, 2026

Citric Acid → HCID 59135918, compound

https://huagongshe.com/reaction/1994794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantThiomorpholine 1,1-dioxideHCID 6484228—
ReactantHCID 59136061HCID 59136061—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 59135918HCID 59135918100%

Reaction Steps

To a mixture of N-[2-(benzylthio)-3-oxopropyl]-7-[methyl(pyridin-2-ylsulfonyl)amino]-1H-indole-2-carboxamide (0.30 g), thiomorpholine 1,1-dioxide (0.15 g) and 1,2-dichloroethane (12 mL) was added sodium triacetoxyborohydride (0.25 g), and the mixture was stirred at room temperature for 2 days. The reaction solution was acidified with aqueous citric acid solution, and extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogencarbonate solution and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=25:75-40:60) to give the title compound (0.37 g, yield: 100%) as a colorless oil. MS: 628 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652133B2
Source datasetuspto-grants-2010_01
ORD IDord-6f68c87656734907b23509946e43bc6c
Source noteuspto-grants-2010_01