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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492920Generated: October 31, 2026

Triethylamine → HCID 23153518, compound

https://huagongshe.com/reaction/492920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant[1-(tert-Butoxycarbonyl)piperidin-4-yl]acetic acidHCID 1512539—
Reactant2-Amino-4-(2-fluoro-4-nitrophenoxy)pyridineHCID 23153198—
SolventDimethylformamideHCID 6228—
ProductHCID 23153518HCID 2315351843.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Amino-4-(2-fluoro-4-nitrophenoxy)pyridine (400 mg) was dissolved in dimethylformamide (4.0 ml) under nitrogen atmosphere. To the solution were added 2-[1-(tert-butoxycarbonyl)piperidin-4-yl]acetic acid (487 mg), triethylamine (0.335 ml) and BOP reagent (1.06 g) at room temperature, followed by stirring at 60° C. for 3 hours. The reaction mixture was partitioned between ethyl acetate and water. The separated organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and brine, and dried over anhydrous sodium sulfate. The solvent was evaporated to give a residue, which was purified by silica gel column chromatography (eluent; ethyl acetate:heptane=1:2 to 1:1) to provide the titled compound (328 mg, 43%) as pale yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531532B2
Source datasetuspto-grants-2009_05
ORD IDord-dbdd2b08f9f046c08b9ac724d20ded0b
Source noteuspto-grants-2009_05