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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693820Generated: October 26, 2026

Hydrochloric Acid → 3-(1H-pyrazol-4-yl)-pyridin-2-ylamine

https://huagongshe.com/reaction/1693820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant3-(1-Trityl-1H-pyrazol-4-yl)-pyridin-2-ylamineHCID 59255215—
SolventTetrahydrofuranHCID 8028—
Product3-(1H-pyrazol-4-yl)-pyridin-2-ylamineHCID 5925529068.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

3-(1-Trityl-1H-pyrazol-4-yl)-pyridin-2-ylamine (2.3 g, 5.71 mmol) described in Manufacturing Example 32-1-3, 2 N hydrochloric acid (15 mL), methanol (15 mL) and tetrahydrofuran (10 mL) were stirred for 30 minutes at 70° C. The reaction solution was allowed to room temperature, and partitioned into water and ethyl acetate. Saturated sodium bicarbonate solution was added to the separated aqueous layer, which was then extracted with ethyl acetate 6 times. The ethyl acetate layers were combined and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate, then ethyl acetate:methanol=10:1) to obtain the title compound (625 mg, 68.3%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-c3529b9d9cc248f993d2c1c3450d341f
Source noteuspto-grants-2012_04