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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095901Generated: October 31, 2026

Diisopropylethylamine → HCID 58158531, compound

https://huagongshe.com/reaction/2095901

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—
ReactantHCID 58158471HCID 58158471—
ReactantN-[6-(4-amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamideHCID 58158605—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 58158531HCID 5815853150%

Reaction Steps

N-[6-(4-Amino-2-fluorophenoxy)imidazo[1,2-a]pyridin-2-yl]cyclopropanecarboxamide (150 mg, 0.46 mmol), 1-(4-fluoro-2-methylphenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (130 mg, 0.51 mmol) and HATU (230 mg, 0.60 mmol) were suspended in N,N-dimethylformamide (3.0 mL), and N,N-diisopropylethylamine (0.16 mL, 0.92 mmol) was added. After stirring at room temperature for 8 hr, the reaction mixture was diluted with ethyl acetate (5.0 mL) and tetrahydrofuran (5.0 ml). The mixture was washed twice with saturated aqueous sodium hydrogen carbonate solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, ethyl acetate was added to the residue, and the resulting precipitate was collected by filtration. The obtained precipitate was recrystallized from ethanol/water to give the title compound (130 mg, 50%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445509B2
Source datasetuspto-grants-2013_05
ORD IDord-606a6894588740bf9d18e2f051162f82
Source noteuspto-grants-2013_05