4-Methylmorpholine → HCID 67089943, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	N-[tert-butoxycarbonyl]-L-serine	HCID 98766	—
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 67089943	HCID 67089943	111.1%

Reaction Conditions

Temperature	60 °C

Reaction Steps

The product obtained using Compound 18 (300 mg, 0.90 mmol), N-(tert-butoxycarbonyl)-L-serine (155 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 123 (290 mg, 78%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07470717B2
Source dataset	uspto-grants-2008_12
ORD ID	ord-2172c9c47741412fb5b5b65657aed212
Source note	uspto-grants-2008_12