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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44596Generated: October 25, 2026

Trifluoroacetic acid → Ethyl 8-(1-acetyl-piperidin-4-yl)amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

https://huagongshe.com/reaction/44596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
ReactantN-Acetyl-4-piperidoneHCID 122563—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactantethyl 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 24993827—
SolventDimethylformamideHCID 6228—
ProductEthyl 8-(1-acetyl-piperidin-4-yl)amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylateHCID 4514115970%

Reaction Steps

To a suspension of 5.187 g (19 mmol) of ethyl 8-amino-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate in dry dimethylformamide (120 mL), were added 1-acetyl-4-piperidone (4.7 mL, 38 mmol), CF3COOH (10 mL, 128 mmol) and NaBH(OAc)3 (8.862 g, 42 mmol). After 18 hours, NaOH 0.33N (800 mL, 264 mmol) was added dropwise to the mixture. The precipitate was filtered, washed with water and dried in oven to dryness to give 5.3 g (70% yield) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541429B2
Source datasetuspto-grants-2013_09
ORD IDord-061067fb3a22442db40a376ffbe1000a
Source noteuspto-grants-2013_09