Potassium Phosphate, Tribasic → HCID 86685636, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	L-Proline	HCID 145742	—
Reactant	HCID 57813693	HCID 57813693	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 86685636	HCID 86685636	149.3%

Reaction Conditions

Temperature	120 °C

Reaction Steps

The mixture of 3-bromo-5-(1H-pyrazol-1-yl)aniline (200 mg, 0.84 mmol), morphoine (0.22 mL, 2.52 mmol), proline (39 mg, 0.34 mmol), CuI (33 mg, 0.17 mmol) and K3PO4 (540 mg, 2.52 mmol) in 10 mL DMSO was stirred at 120° C. in a sealed tube for 4 days. It was diluted with dioxane, filtered through celite, concentrated in vacuo and subjected to reverse phase preparative HPLC to isolate 3-morpholino-5-(1H-pyrazol-1-yl)aniline (124 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08877760B2
Source dataset	uspto-grants-2014_11
ORD ID	ord-117b119d60ca4ee7a2b2014db0259866
Source note	uspto-grants-2014_11