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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515435Generated: October 30, 2026

Sodium Bicarbonate → HCID 71617042, compound

https://huagongshe.com/reaction/515435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 178481744HCID 178481744—
CatalystAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductHCID 71617042HCID 7161704286%

Reaction Steps

5-[1-(2-Fluoro-4-[(E)-1-(5-nitro-2-furyl)methylidene]aminophenyl)-4-piperidyl]-3-methyl-2,3-dihydro-1,3,4-oxadiazol-2-one (9f, 0.42 g, 1 mmol) on reduction with sodium cyanoboro hydride (0.12 g, 2 mmol) in the presence of catalytic amount of CH3COOH (3 drops) in methanol at 0° C. for 12 h. After completion of the reaction as indicated by TLC, the reaction mixture is neutralized with sodium bi carbonate and extracted into chloroform. The crude product thus obtained was purified by column chromatography using ethyl acetate-hexane (8:2) as eluant to obtain product 5-[1-(2-fluoro-4-[(5-nitro-2-furyl)methyl]aminophenyl)-4-piperidyl]-3-methyl-2,3-dihydro-1,3,4-oxadiazol-2-one (10f, 358 mg, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108960B2
Source datasetuspto-grants-2015_08
ORD IDord-8d7d7c62c594423b84891d0937099854
Source noteuspto-grants-2015_08