4-Methylmorpholine → HCID 67089641, compound

https://huagongshe.com/reaction/2075461

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	(3S)-1-[(tert-butoxy)carbonyl]pyrrolidine-3-carboxylic acid	HCID 1512492	—
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 67089641	HCID 67089641	104.4%

Reaction Conditions

Temperature	60 °C

Reaction Steps

The product obtained using Compound 18 (300 mg, 0.90 mmol), (S)-pyrrolidin-1,3-dicarboxylic acid 1-tert-butyl ester (162 mg, 0.76 mmol), 1-hydroxybenzotriazole monohydrate (133 mg, 0.99 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (204 mg, 1.06 mmol) and N-methylmorpholine (0.17 mL, 1.52 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 124 (278 mg, 61%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07919517B2
Source dataset	uspto-grants-2011_04
ORD ID	ord-050bba7b5bff4df5adfed735fed363d3
Source note	uspto-grants-2011_04