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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446269Generated: November 2, 2026

Diisopropylethylamine → HCID 59170149, compound

https://huagongshe.com/reaction/1446269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-(Pyrrolidin-3-yl)pyridineHCID 3613651—
Reactant3-Phenyl-1,2-oxazole-4-carboxylic acidHCID 13152278—
SolventDimethylformamideHCID 6228—
ProductHCID 59170149HCID 5917014962.6%

Reaction Steps

A solution of 3-pyrrolidin-3-yl-pyridine (8 mg, 0.06 mmol), TBTU (22 mg, 0.12 mmol, 1.2 equ.) and N-ethyl-N-isopropylpropan-2-amine (10 μL, 0.06 mmol) in DMF (0.6 mL) was added to 3-phenylisoxazole-4-carboxylic acid (11 mg, 0.06 mmol) and the reaction mixture was stirred at rt for 2 h. The solvent was evaporated and the crude product was purified by RP-HPLC. After evaporation of the solvents from the pure fractions, the residue was dissolved in chloroform and washed with diluted NaOH to provide the neutral compound in the organic phase that was dried (Na2SO4) and evaporated and dried in vacuum to yield the title compound (12 mg). MS (ESI, pos. ion) m/z calcd for C19H17N3O2: 319.1321, found 319.1326.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-d27bd8cfe8f943a18c20e2ac24a7dce5
Source noteuspto-grants-2010_02