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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445643Generated: October 27, 2026

Hydrochloric Acid → HCID 59612972, compound

https://huagongshe.com/reaction/445643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantIsoamyl NitriteHCID 8053—
Reactant1,4-DioxaneHCID 31275—
Reactant5-Bromo-2-methylpyridin-3-amineHCID 21964096—
SolventIsopropanolHCID 3776—
ProductHCID 59612972HCID 59612972—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 5-bromo-2-methyl-pyridin-3-ylamine (Stage 75.1.4, 400 mg, 2.13 mmol) in isopropanol (33 ml) were added 4 M HCl in dioxane (0.535 ml, 2.13 mmol) and isoamyl nitrite (1.25 g, 10.7 mmol). The reaction mixture was heated at 80° C. for 2.5 h, before being evaporated to dryness. The residue was dissolved in EtOAc and washed with saturated aqueous NaHCO3. The aqueous layer was extracted with EtOAc and the combined organic layers were dried over Na2SO4, filtered and evaporated. The residue was dry loaded on silica gel and purified by MPLC (heptane/EtOAc 0% to 30%) to give the title compound as an orange oil (HPLC: tR 2.47 min (Method A); M+H=230, 232 MS-ES).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476294B2
Source datasetuspto-grants-2013_07
ORD IDord-1d8d0eaad5da49ed9cab045d35329543
Source noteuspto-grants-2013_07