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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506178Generated: October 30, 2026

Cyanoacetic acid → HCID 178511184, compound

https://huagongshe.com/reaction/1506178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanoacetic acidHCID 9740—
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 178511231HCID 178511231—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 178511184HCID 17851118423%

Reaction Steps

[trans-4-(7H-Pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)cyclohexyl]methanamine (40.0 mg, 0.148 mmol), 2-cyanoacetic acid (15.0 mg, 0.178 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (68.0 mg, 0.178 mmol) in N,N-dimethylformamide (2 mL) were mixed with N,N-diisopropylethylamine (57.0 μL, 0.326 mmol) and stirred at room temperature for 16 hours. After addition of water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/acetone=1/1→2/3 (v/v)) to give the title compound as a colorless solid (11.4 mg, yield 23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-f16f4acb561c40f98c0d9747cf41f49b
Source noteuspto-grants-2015_12