HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593101Generated: October 30, 2026
Ammonium Chloride → 1-Methyl-5-((methyl(oxetan-3-yl)amino)methyl)-1H-pyrazol-3-amine
https://huagongshe.com/reaction/593101
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N-Methyl-N-((1-methyl-3-nitro-1H-pyrazol-5-yl)methyl)oxetan-3-amine | HCID 58043818 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Methyl-5-((methyl(oxetan-3-yl)amino)methyl)-1H-pyrazol-3-amine | HCID 58043787 | 83.2% |
Reaction Steps
To a solution of 302b (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 (3×30 mL), 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 302c as a yellow oil (1.3 g, 83%). LCMS: (M+H)+ 197
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238655B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-9c2b11e4e7444e639b66a51d4bb0fcfb |
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| Source note | uspto-grants-2016_01 |
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