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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478007Generated: November 2, 2026

Triethylamine → HCID 118390084, compound

https://huagongshe.com/reaction/1478007

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 118390117HCID 118390117—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 118390084HCID 11839008442.4%

Reaction Steps

To a solution of 5-chloro-N4-methyl-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(7-azaspiro[4.5]decan-2-yl)pyrimidine-2,4-diamine (0.18 g, 0.479 mmol), 2-cyanoacetic acid (60.5 mg, 0.711 mmol) in a mixture of DCM (20 mL) and DMF (5 mL) were added HATU (335.2 mg, 0.882 mmol) and Et3N (169.4 mg, 1.674 mmol). After addition, the reaction mixture was stirred at rt overnight, then quenched with H2O (30 mL) and extracted with DCM (100 mL×3). The combined organic phases were washed with brine (100 mL), then dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=20/1) to give the title compound as a beige solid (83 mg, 39.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-e580a28ef47745079dd8f46507a23ce3
Source noteuspto-grants-2016_08