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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79365Generated: October 26, 2026

Ammonium Chloride → 3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-1H-indazol-4-amine

https://huagongshe.com/reaction/79365

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazoleHCID 67260019—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-1H-indazol-4-amineHCID 6725959763.9%

Reaction Steps

A mixture of 3-ethyl-1-((2-methoxy-6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole (186 mg, 0.57 mmol), iron powder (318 mg, 5.7 mmol) and NH4Cl (15.2 mg, 0.285 mmol) in EtOH/water (3 mL/0.75 mL) was heated to reflux for 60 minutes. The reaction mixture was filtered through GF/F paper and concentrated to a residue under reduced pressure. Preparative thin layer chromatography eluting with 2% MeOH 0.25% NH4OH in DCM provided the product (108 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-4cd277522206499c8d71184cfb28c840
Source noteuspto-grants-2014_09