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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718236Generated: October 25, 2026

4-Methoxyphenoxyacetic acid → HCID 46916523, compound

https://huagongshe.com/reaction/718236

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxyphenoxyacetic acidHCID 74649—
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant2-(4-Fluorophenethyl)-7-(methylsulfonyl)thiazolo[5,4-d]pyrimidin-5-amineHCID 50941867—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 46916523HCID 4691652369%

Reaction Steps

To a solution of 2-(4-fluorophenethyl)-7-(methylsulfonyl)thiazolo[5,4-d]pyrimidin-5-amine (40 mg, 0.11 mmol) and 4-methoxyphenoxyacetic acid (30 mg, 0.17 mmol) in DMF (2 ml) was added TBTU (N,N,N′,N′-tetramethyl-O-(benzotriazol-1-yl)uronium tetrafluoroborate, 54 mg, 0.17 mmol), followed by DIPEA (29 μl, 0.17 mmol. The reaction mixture was stirred at room temperature for 3 hours. The mixture was diluted with water and extracted with dichloromethane. The combined organic layers were washed with brine and dried over Na2SO4. After removing the solvents under reduced pressure, the crude residue was purified by flash chromatography on silica (CH2Cl2/MeOH 40:1), yielding the title compound as a white solid (40 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193741B2
Source datasetuspto-grants-2015_11
ORD IDord-dd466f73392440a6a5c0bb1776838d2f
Source noteuspto-grants-2015_11