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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81945Generated: October 25, 2026

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

https://huagongshe.com/reaction/81945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCarbonic acid-guanidine (1:1)HCID 286947—
Reactantethyl 6-[(dimethylamino)methylene]-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indazole-3-carboxylateHCID 67075650—
SolventDimethylformamideHCID 6228—
ProductEthyl 8-amino-1-methyl-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 57444093164.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 16.62 g (60 mmol) of ethyl 6-[(dimethylamino)methylene]-7-oxo-1-methyl-4,5,6,7-tetrahydro-1H-indazole-3-carboxylate in 0.5 L of DMF, 27 g (150 mmol) of guanidine carbonate was added. The mixture was stirred at 110° C. overnight. After cooling the mixture was poured into water (2.5 L) and stirred for 30 minutes. The precipitate was filtered, washed with water and dried to yield 26.83 g of title compound (91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846701B2
Source datasetuspto-grants-2014_09
ORD IDord-144ba9531d5744d5aa961aa3f4d7ebf8
Source noteuspto-grants-2014_09