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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026746Generated: November 1, 2026

Diisopropylethylamine → HCID 86690469, compound

https://huagongshe.com/reaction/1026746

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-methyl-1H-imidazole-4-carboxylic acidHCID 541509—
Reactant2-(1H-7-Azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate MethanaminiumHCID 86621144—
ReactantHCID 86690470HCID 86690470—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
ProductHCID 86690469HCID 86690469175.7%

Reaction Steps

After a solution of methyl-1H-imidazole-4-carboxylic acid (300 mg), 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyl uronium hexafluorophosphate methanaminium (HATU) (1.27 g) and diisopropylethylamine (431 mg) in dimethylformamide (7 mL) was stirred at room temperature for 15 min, N-[(2-bromopyridin-4-yl)methyl]cyclobutanamine (574 mg) was added thereto and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with chloroform, and washed with saturated aqueous sodium hydrogen carbonate solution. After extraction with chloroform, the organic phase was dried over anhydrous magnesium sulfate. After the desiccant was filtered off, the solvent was distilled off under reduced pressure. The resulting residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=80:20-50:50) to afford the title compound (1.46 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729271B2
Source datasetuspto-grants-2014_05
ORD IDord-b4ad1496af274f848304984ed83956cf
Source noteuspto-grants-2014_05