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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478083Generated: October 30, 2026

Triethylamine → HCID 118390089, compound

https://huagongshe.com/reaction/1478083

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 118390074HCID 118390074—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 118390089HCID 11839008966.7%

Reaction Steps

To a solution of 5-chloro-N2-(1,5-dimethyl-1H-pyrazol-4-yl)-N4-(octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine (58.4 mg, 0.17 mmol) and 2-cyanoacetic acid (23.1 mg, 0.27 mmol) in mixture of DCM (8 mL) and DMF (2 mL) were added HATU (109.8 mg, 0.29 mmol) and Et3N (45.7 mg, 0.45 mmol). The reaction mixture was stirred at rt for 1 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, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/50) to give the title compound as a beige solid (46.5 mg, 66.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-c0df6a89401149a78c9a37cce956d614
Source noteuspto-grants-2016_08