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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477998Generated: November 4, 2026

Triethylamine → HCID 118390064, compound

https://huagongshe.com/reaction/1477998

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 118390053HCID 118390053—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 118390064HCID 11839006461.9%

Reaction Steps

To a solution of 5-chloro-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(2-azaspiro[4.4]nonan-4-yl)pyrimidine-2,4-diamine (393 mg, 1.13 mmol), 2-cyanoacetic acid (240.83 mg, 2.83 mmol), HATU (429.63 g, 1.13 mmol) in a mixture of DCM and DMF (4/1 (v/v), 25 mL) was added Et3N (456.52 mg, 4.52 mmol) and the reaction mixture was stirred at rt for 3 hours. The resulting mixture was diluted with H2O (20 mL) and extracted with a mixture of DCM and MeOH (10/1 (v/v), 20 mL×3). The combined organic phases were washed with brine (50 mL), and dried over anhydrous Na2SO4, then concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH=100/1 to 20/1) to give the product as a white solid (290 mg, 61.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-aa297efca8cb4a948c913bd05f2d87b3
Source noteuspto-grants-2016_08