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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1178247Generated: October 26, 2026

N,N-Dimethyl-1,3-propanediamine → N-[(dimethylamino)propyl]-4-(3-oxo-1,3-dihydro-2H-pyrazolo[4,3-c]cinnolin-2-yl)benzamide

https://huagongshe.com/reaction/1178247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-Dimethyl-1,3-propanediamineHCID 7993—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant4-(3-oxo-1,3-dihydro-2H-pyrazolo[4,3-c]cinnolin-2-yl)benzoic acidHCID 58974914—
SolventDimethylformamideHCID 6228—
ProductN-[(dimethylamino)propyl]-4-(3-oxo-1,3-dihydro-2H-pyrazolo[4,3-c]cinnolin-2-yl)benzamideHCID 58974929—

Reaction Steps

4-(3-oxo-1,3-dihydro-2H-pyrazolo[4,3-c]cinnolin-2-yl)benzoic acid (25 mg, 0.08 mmol) was mixed with DMF (1 ml). Diisopropylethylamine (21 mg, 28 μl, 0.16 mmol) and 3-dimethylaminopropylamine (8.2 mg, 10.0 μl, 0.09 mmol) were added followed by HBTU (30.3 mg, 0.08 mmol). The mixture was stirred at room temperature for 2 h. The product was purified by preparative HPLC. The title compound was isolated as a red solid (12.6 mg, 0.032 mmol, 40%). LCMS: m/z 391 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07276505B2
Source datasetuspto-grants-2007_10
ORD IDord-f264d08f6c0e4ddb8459820a6a85629a
Source noteuspto-grants-2007_10