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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 388482Generated: October 28, 2026

(S)-2-[1-(1,4-dimethyl-1H-indol-3-ylmethyl)-6-methoxy-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-hexanoic acid methyl ester → (S)-2-[1-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methoxy-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-hexanoic acid

https://huagongshe.com/reaction/388482

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-[1-(1,4-dimethyl-1H-indol-3-ylmethyl)-6-methoxy-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-hexanoic acid methyl esterHCID 68745227—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(S)-2-[1-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methoxy-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-hexanoic acidHCID 25191226—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (S)-2-[1-(1,4-dimethyl-1H-indol-3-ylmethyl)-6-methoxy-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-yl]-hexanoic acid methyl ester (124 mg, 0.26 mmol) in dioxane (2.5 ml) is added a solution of LiOH monohydrate (50 mg, 1.19 mmol) in H2O (2.5 mL). The solution is stirred at 60° C. for 4 hours. The reaction mixture is allowed to cool to room temperature, quenched with 4M HCl in dioxane (500 μL) and concentrated. The resulting residue is triturated with H2O and MeOH to afford the title compound. LCMS (ESMS): m/z 464.87 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377949B2
Source datasetuspto-grants-2013_02
ORD IDord-cd2722c53e9a4cbcbaa806777ebea81c
Source noteuspto-grants-2013_02