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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499914Generated: November 3, 2026

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → 4-({[(3-Fluoro-4-methylphenyl)amino]carbonyl}amino)-N-[1-(6-methoxypyridin-3-yl)ethyl]-1-methyl-1H-imidazole-2-carboxamide

https://huagongshe.com/reaction/499914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant1-(6-Methoxypyridin-3-yl)ethan-1-amineHCID 58629104—
Reactant4-({[(4-Methyl-3-fluorophenyl)amino]carbonyl}amino)-1-methyl-1H-imidazole-2-carboxylic AcidHCID 59421744—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
Product4-({[(3-Fluoro-4-methylphenyl)amino]carbonyl}amino)-N-[1-(6-methoxypyridin-3-yl)ethyl]-1-methyl-1H-imidazole-2-carboxamideHCID 11350803—

Reaction Steps

60 mg (0.2 mmol) of 4-({[(4-methyl-3-fluorophenyl)amino]carbonyl}amino)-1-methyl-1H-imidazole-2-carboxylic acid (Example 18A) are dissolved in 4 ml of DMF and, after addition of 150 mg (0.39 mmol) of HATU and 36 mg (0.3 mmol) of DMAP, stirred at room temperature for 15 minutes. 60 mg (0.39 mmol) of [1-(6-methoxypyridin-3-yl)ethyl]amine are added to this solution and the mixture is stirred overnight. The reaction mixture is purified by preparative HPLC. The correct fractions are evaporated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767704B2
Source datasetuspto-grants-2010_08
ORD IDord-0b32679a97ca4293a00b50f43decddc2
Source noteuspto-grants-2010_08