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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389861Generated: November 1, 2026

Acetic Acid → HCID 49847808, compound

https://huagongshe.com/reaction/389861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrochloric AcidHCID 313—
ReactantCyano-borohydrideHCID 498716—
ReactantTetrahydro-2H-pyran-4-carboxaldehydeHCID 9964078—
ReactantHCID 86665998HCID 86665998—
SolventTetrahydrofuranHCID 8028—
ProductHCID 49847808HCID 49847808—

Reaction Steps

To a suspension of (S)-Azetidine-2-carboxylic acid (5-ethyl-4-phenyl-thiazol-2-yl)-amide; hydrochloride (100 mg; 0.309 mmol) in THF (1.5 mL) id added tetrahydro-pyran-4-carbaldehyde (70.5 mg; 0.618 mmol), acetic acid (0.071 mL; 1.236 mmol) and MP-cyanoborohydride (327 mg; 2.36 mmol/g). The reaction mixture is agitated at room temperature for 18 hours. After this time, the reaction mixture is filtered and the filtrate is washed with saturated sodium bicarbonate aqueous solution then brine, dried over Na2SO4, filtered and concentrated in vacuo. Purification by flash chromatography on silica gel using methanol/methylene chloride provides the title compound, m/z 386 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383615B2
Source datasetuspto-grants-2013_02
ORD IDord-5885df3ab8034b7ea40cabacd48cbbdb
Source noteuspto-grants-2013_02