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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354202Generated: November 1, 2026

Potassium Carbonate → N-cyclopropyl-3-[6-(2-hydroxy-2-methyl-3-pyrrolidin-1-ylpropoxy)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzamide

https://huagongshe.com/reaction/2354202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPyrrolidineHCID 31268—
ReactantHCID 86610962HCID 86610962—
SolventDimethylformamideHCID 6228—
ProductN-cyclopropyl-3-[6-(2-hydroxy-2-methyl-3-pyrrolidin-1-ylpropoxy)-4-oxoquinazolin-3(4H)-yl]-4-methylbenzamideHCID 1128293430.3%

Reaction Steps

To a solution of the crude 3-[(3-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-4-oxo-3,4-dihydroquinazolin-6-yl)oxy]-2-hydroxy-2-methylpropyl 4-methylbenzenesulfonate (0.2 g) in anhydrous DMF (10 ml) was added potassium carbonate (0.1 g) followed by pyrrolidine (0.15 g) and the mixture stirred at room temperature for 18 hours. The mixture was concentrated and purification by preparative HPLC provided the title compound as a gum (50 mg); NMR Spectrum: (CDCl3) 0.60 (m, 2H), 0.90 (m, 2H), 1.20 (m, 1H), 1.40 (s, 3H), 1.80 (m, 4H), 2.20 (s, 3H), 2.75 (m, 6H), 4.20 (m, 2H), 6.40 (s, 1H), 7.50 (m, 2H), 7.70 (m, 3F[), 7.80 (d, 1H), 7.90 (s, 1H); Mass Spectrum: M+H+ 477.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750154B2
Source datasetuspto-grants-2010_07
ORD IDord-2b96e871e402458ba14a29b9a18ef710
Source noteuspto-grants-2010_07