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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44593Generated: October 25, 2026

Guanidine Hydrochloride → Ethyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

https://huagongshe.com/reaction/44593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuanidine HydrochlorideHCID 5742—
Reactantethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylateHCID 67075650—
SolventEthanolHCID 702—
SolventSodium ethoxideHCID 2723922—
ProductEthyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 5744409385%

Reaction Steps

16.00 g (0.06 mol) of ethyl-6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate were dissolved in 600 mL of ethanol and 3.90 g of sodium ethylate, and 5.44 g of guanidine hydrochloride were added consecutively. The solution was stirred at reflux for 12 hours. The solvent was then evaporated, the residue redissolved with dichloromethane and washed with water. The organic layer was then dried over anhydrous Na2SO4 and concentrated. The residue was triturated with diethyl ether and the product collected by filtration (85% yield as a white solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541429B2
Source datasetuspto-grants-2013_09
ORD IDord-4469cbe0f5874bb0a1dfebaf757e02f6
Source noteuspto-grants-2013_09