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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1710459Generated: October 31, 2026

3-Aminopyridine → HCID 15604847, compound

https://huagongshe.com/reaction/1710459

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminopyridineHCID 10009—
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 58767565HCID 58767565—
CatalystDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
SolventTetrahydrofurane dichloromethaneHCID 21919333—
ProductHCID 15604847HCID 1560484796.5%

Reaction Steps

To a suspension of 24 mg (0.093 mmol) of 4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-7-carboxylic acid in 2:1 CH2Cl2/THF (3 mL) was added 16 μL (0.19 mmol) oxalyl chloride followed by two drops of 10% DMF in THF. After stirring for 1 h, the mixture was concentrated and 1 mL of CH2Cl2 was added followed by 17 mg (0.19 mmol) of 3-aminopyridine and 33 μL (0.19) of diisopropylethylamine. The mixture was stirred overnight, concentrated, and chromatographed (0-8% MeOH in CH2Cl2) to provide 30 mg of the title compound. ESI-MS m/z 3335 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790712B2
Source datasetuspto-grants-2010_09
ORD IDord-7f116ee978e74ae4b31bd489be4bca98
Source noteuspto-grants-2010_09