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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096507Generated: November 2, 2026

N-methylhydroxylamine hydrochloride → HCID 58424133, compound

https://huagongshe.com/reaction/2096507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methylhydroxylamine hydrochlorideHCID 77906—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 178511928HCID 178511928—
SolventMethanolHCID 887—
ProductHCID 58424133HCID 5842413348.4%

Reaction Steps

To a solution of methylhydroxylamine HCl salt (25.08 mg, 0.3 mmol) in anhydrous MeOH (5 mL) was added NaOMe (25% in MeOH (Wt. %), 0.06 mL, 0.27 mmol), followed by (E)-N-(6-bromo-2-(tetrahydro-2H-pyran-4-yl)chroman-4-ylidene)cyanamide (100 mg, 0.3 mmol). After stirring 10 min, the solvent was removed in vacuo. The resulting residue was redissolved in DCM (10 mL), The mixture was filtered and the solvent was removed to give the residue, which was purified by column chromatography to give compound 6-bromo-2′-methyl-2-(tetrahydro-2H-pyran-4-yl)-2′H-spiro[chroman-4,5′-[1,2,4]oxadiazol]-3′-amine (50 mg, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450308B2
Source datasetuspto-grants-2013_05
ORD IDord-ad823c406eb5499480d43988492cfc19
Source noteuspto-grants-2013_05