4-Methylmorpholine → HCID 67090053, compound

https://huagongshe.com/reaction/2075472

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	Tetrafluoro-m-phenylenediamine dihydrochloride	HCID 149026	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	1-Hydroxybenzotriazole hydrate	HCID 2796029	—
Reactant	(4-((1E)-2-(1H-Indazol-3-yl)ethenyl)phenyl)-1-piperazinylmethanone	HCID 11427553	—
Reactant	Hydrochloride methanol	HCID 21893726	—
Solvent	Methanol	HCID 887	—
Product	HCID 67090053	HCID 67090053	41%

Reaction Conditions

Temperature	60 °C

Reaction Steps

The product obtained using dihydrochloride of Compound 18 (200 mg, 0.49 mmol), isonipocotic acid tert-butyl ester (122 mg, 0.49 mmol), 1-hydroxybenzotriazole monohydrate (86 mg, 0.64 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (132 mg, 0.69 mmol) and N-methylmorpholine (0.1 mL, 0.98 mmol) in a similar manner to Example 5, was dissolved in methanol (2.00 mL), and the solution was added with 4 mol/L hydrogen chloride-methanol solution (1.50 mL), followed by heating under reflux at 60° C. for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was crystallized from acetone to obtain Compound 142 (0.09 mg, 41%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07919517B2
Source dataset	uspto-grants-2011_04
ORD ID	ord-65f26a64949d495fb944f6db07158162
Source note	uspto-grants-2011_04