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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914572Generated: October 26, 2026

Diisopropylethylamine → HCID 44227504, compound

https://huagongshe.com/reaction/1914572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant4,4-Dimethylpiperidinium chlorideHCID 22252902—
Reactant5-(1H-Pyrazol-4-YL)thiophene-3-carboxylic acidHCID 58110193—
SolventDimethylformamideHCID 6228—
ProductHCID 44227504HCID 4422750455.8%

Reaction Steps

5-(1H-Pyrazol-4-yl)-thiophene-3-carboxylic acid (0.075 g, 0.39 mmol) and 4,4-dimethylpiperidine hydrochloride (0.087 g, 0.58 mmol) were dissolved in DMF (3 mL) then DIPEA (0.2 g, 1.55 mmol) and HATU (0.175 g, 1.55 mmol) were added and the reaction mixture was stirred at room temperature overnight. The solvent was removed by evaporation then the residue was dissolved in DCM and washed with aqueous sodium hydrogen carbonate solution. The organics were dried by evaporation. The crude material was purified by HPLC, eluting with 5%-98% acetonitrile in water (0.1% formic acid) over 20 minutes. The fractions containing the desired product were freeze-dried to give the title compound (0.063 g). LCMS m/z 290.18 [M+H]+ R.T.=8.74 min (Analytical Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614209B2
Source datasetuspto-grants-2013_12
ORD IDord-4df150d594a84c34b9a27bbde1361eb4
Source noteuspto-grants-2013_12