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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477980Generated: November 3, 2026

Triethylamine → HCID 118390084, compound

https://huagongshe.com/reaction/1477980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyanoacetic acidHCID 9740—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 118390004HCID 118390004—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 118390084HCID 11839008476.4%

Reaction Steps

To a solution of 5-methyl-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(2-azaspiro[4.5]decan-8-yl)pyrimidine-2,4-diamine (186 mg, 0.545 mmol), 2-cyanoacetic acid (48.4 mg, 0.569 mmol) in a mixture of DCM (32 mL) and DMF (8 mL) were added HATU (423.4 mg, 1.087 mmol) and Et3N (0.21 g, 2.075 mmol). After addition, the reaction mixture was stirred at rt for 2 h, quenched with H2O (30 mL) and extracted with DCM (100 mL×3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=10/1) to give the title compound as a beige solid (170 mg, 76.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-aaafcf41036b433c9069f501248e4b09
Source noteuspto-grants-2016_08