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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350903Generated: October 26, 2026

Citric Acid → HCID 21089195, compound

https://huagongshe.com/reaction/350903

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant1,4-DioxaneHCID 31275—
Reactantmethyl 3-[4-[(2,4-difluorobenzyl)oxy]-2-(methylthio)-6-oxopyrimidin-1(6H)-yl]-4-methylbenzoateHCID 21090186—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
ProductHCID 21089195HCID 21089195100.9%

Reaction Steps

A mixture of the ester (0.4 g, 0.0009 mol) obtained from step 3, in 2N NaOH (0.9 mL) and dioxane (0.5 mL) was stirred at room temperature for 1.5 h. The resulting clear solution was diluted with water (5.0 mL), acidified with 5% citric acid and extracted with EtOAc (2×20 mL). The combined organic extracts were washed with water (2×15 mL), dried (Na2SO4), and concentrated to afford the title compound (0.38 g) as a white powder: 1H NMR (CD3OD/400 MHz) δ 8.06 (d, 1H, J=8.0 Hz), 7.81 (s, 1H), 7.51 (m, 2H), 6.99 (m 2H), 5.64 (s, 1H), 5.48 (s, 2H), 2.50 (s, 3H), and 2.15 (s, 3H); ES-HRMS m/z 419.0892(M+H calcd for C20H17N2O4SF2 requires 419.0872).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183287B2
Source datasetuspto-grants-2007_02
ORD IDord-756ea5b5ad6b4c95a73d9cab8cfeb14c
Source noteuspto-grants-2007_02