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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519721Generated: November 1, 2026

Citric Acid → HCID 71268183, compound

https://huagongshe.com/reaction/1519721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 71268178HCID 71268178—
SolventMethanolHCID 887—
ProductHCID 71268183HCID 7126818366.1%

Reaction Steps

An aqueous solution (2.0 mL) of potassium hydroxide (0.11 g) was added to a THF (2.0 mL)-methanol (2.0 mL) solution of 4-{2-[(4′-{[(2S)-1-ethoxy-2-methyl-3-(methylamino)-1,3-dioxopropan-2-yl](methyl)carbamoyl}biphenyl-4-yl)oxy]ethyl}morpholine (93 mg) as obtained in Example 19-(3), and the mixture was stirred for 16 hours at room temperature. The reaction mixture was adjusted to pH 6 with a 10% aqueous solution of citric acid, and extracted with chloroform. The organic layer was separated using a phase separator, and the solvent was distilled off under reduced pressure to obtain 4-{2-[(4′-{[(2S)-2-carboxy-1-(methylamino)-1-oxopropan-2-yl](methyl)carbamoyl}biphenyl-4-yl)oxy]ethyl}morpholine (light brown oil) (58 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073821B2
Source datasetuspto-grants-2015_07
ORD IDord-93ae9d1a466b4e7288548fc5bc2c41e1
Source noteuspto-grants-2015_07