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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194927Generated: November 3, 2026

Water → (3-tert-butyl-1-methyl-1H-pyrazol-5-yl)methanamine

https://huagongshe.com/reaction/2194927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178441039HCID 178441039—
SolventDimethylformamideHCID 6228—
Product(3-tert-butyl-1-methyl-1H-pyrazol-5-yl)methanamineHCID 66644048—

Reaction Steps

3-tert.-butyl-1H-pyrazol-5-carbonitrile (J-IV) (10 mmol) was added to a suspension of NaH (60%) (12.5 mmol) in DMF (20 ml) at room temperature while stirring. After stirring for 15 minutes, methyl iodide (37.5 mmol) was added dropwise to this reaction mixture at room temperature. After stirring for 30 min at 100° C., the reaction mixture was mixed with water (150 ml) and extracted with dichloromethane (3×75 ml). The combined organic extracts were washed with water (100 ml) and sat. NaCl solution (100 ml) and dried over magnesium sulphate. After removal of the solvent under vacuum, the residue was purified by column chromatography (SiO2, various mixtures of EE and cyclohexane as the mobile solvent) and the product J-V was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334315B2
Source datasetuspto-grants-2012_12
ORD IDord-441511072b4543dcbdd9d98757f77f0f
Source noteuspto-grants-2012_12