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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452974Generated: October 25, 2026

Acetic Acid → 3-Tert-butyl-1-((tetrahydro-2h-pyran-2-yl)methyl)-1h-pyrazol-5-amine

https://huagongshe.com/reaction/452974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazineHCID 9321—
ReactantN'-[3-tert-butyl-1-(oxan-2-ylmethyl)pyrazol-5-yl]-N,N-dimethylmethanimidamideHCID 87440113—
Solvent1,4-DioxaneHCID 31275—
Product3-Tert-butyl-1-((tetrahydro-2h-pyran-2-yl)methyl)-1h-pyrazol-5-amineHCID 67544533—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of Example 63B (0.9 g, 3.1 mmol) in dioxane (10 mL) were added hydrazine (0.12 mL, 3.7 mmol, Aldrich) and acetic acid (0.35 mL, 6.2 mmol). After stirring at 85° C. for 16 hours, the reaction mixture was cooled and quenched with saturated NaHCO3 (10 mL). The aqueous layer was extracted with ethyl acetate (3×20 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to provide the title compound. MS (APCI+) m/z 238 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492371B2
Source datasetuspto-grants-2013_07
ORD IDord-9f1e66612f644f2380608be7ebeefcdd
Source noteuspto-grants-2013_07