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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446264Generated: October 31, 2026

Diisopropylethylamine → HCID 59170086, compound

https://huagongshe.com/reaction/1446264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-(Pyrrolidin-3-yl)pyridineHCID 3613651—
ReactantHCID 59170067HCID 59170067—
SolventDimethylformamideHCID 6228—
ProductHCID 59170086HCID 5917008626.7%

Reaction Steps

A solution of 3-pyrrolidin-3-yl-pyridine (15 mg, 0.1 mmol), TBTU (48 mg, 0.15 mmol, 1.5 equ.) and N-ethyl-N-isopropylpropan-2-amine (17 μL, 0.1 mmol) in DMF (0.6 mL) was added to 5-butylisoxazole-4-carboxylic acid (17 mg, 0.1 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 (8 mg). MS (ESI, pos. ion) m/z calcd for C17H21N3O2: 299.1634, found 299.1635.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666888B2
Source datasetuspto-grants-2010_02
ORD IDord-4b1384ed1f7c40b790e6e447738eeb4f
Source noteuspto-grants-2010_02