Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1895233Generated: October 30, 2026

Triethylamine → HCID 58072406, compound

https://huagongshe.com/reaction/1895233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantHCID 58072528HCID 58072528—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58072406HCID 5807240680.4%

Reaction Steps

A mixture of 1-(2,3-difluoro-4-morpholin-4-ylphenyl)-5-methoxy-4-oxo-1,4-dihydropyridazine-3-carboxylic acid (3.8 g, 10 mmol), N,O-dimethylhydroxylamine hydrochloride (1.1 g, 11 mmol), HOBt (1.5 g, 11 mmol), triethylamine (2.9 mL, 21 mmol) and WSC (2.2 g, 11 mmol) in DMF (20 mL) was stirred at room temperature overnight. The mixture was diluted with AcOEt, washed with water and brine, dried over MgSO4 and concentrated under reduced pressure to give the title compound (3.3 g, 77% yield) as a brown solid: 1H NMR (300 MHz, DMSO-d6): δ ppm 3.05-3.18 (4H, m), 3.24 (3H, s), 3.57 (3H, s), 3.68-4.02 (7H, m), 7.03 (1H, td, J=8.8, 2.1 Hz), 7.27-7.81 (1H, m), 8.50 (1H, s). LC-MS (ESI) m/z 411 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513251B2
Source datasetuspto-grants-2013_08
ORD IDord-ade4bbde563f461291468e89e897e4e9
Source noteuspto-grants-2013_08