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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919117Generated: November 3, 2026

Ammonium Chloride → 1-Methyl-5-((methyl(oxetan-3-yl)amino)methyl)-1H-pyrazol-3-amine

https://huagongshe.com/reaction/1919117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantN-Methyl-N-((1-methyl-3-nitro-1H-pyrazol-5-yl)methyl)oxetan-3-amineHCID 58043818—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1-Methyl-5-((methyl(oxetan-3-yl)amino)methyl)-1H-pyrazol-3-amineHCID 5804378783.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 320b (1.8 g, 7.96 mmol) in ethanol (20 mL) and water (20 mL), NH4Cl (3.3 g, 63.6 mmol) and iron powder (1.80 g, 31.8 mmol) were added. The reaction mixture was heated at 70° C. for 2 h. After that, the mixture was cooled to room temperature and filtered. The filtrate was evaporated and the residue was extracted with methylene chloride (30 mL×3), dried Na2SO4, and concentrated to afford the crude product, which was purified on flash column eluting with 50:1 methylene chloride/methanol containing 0.5% triethylamine to afford 320c as a yellow oil (1.3 g, 83%). LCMS: (M+H)+ 197

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618107B2
Source datasetuspto-grants-2013_12
ORD IDord-d2c73d44894d495d9a86165dc1c15c7c
Source noteuspto-grants-2013_12