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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1713205Generated: October 26, 2026

Citric Acid → HCID 21089195, compound

https://huagongshe.com/reaction/1713205

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 numberUS07795271B2
Source datasetuspto-grants-2010_09
ORD IDord-cd560413348143c4b96da97c7e123eb9
Source noteuspto-grants-2010_09