Potassium Phosphate, Tribasic → HCID 86712848, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	Tricyclohexylphosphine	HCID 75806	—
Reactant	Tolylboronic acid	HCID 79799	—
Reactant	8-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-3-[1-(4-chlorophenyl)cyclopropyl]-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepine	HCID 86712834	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Water	HCID 962	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 86712848	HCID 86712848	43%

Reaction Steps

A solution of the compound (324 mg, 0.7 mmol) obtained in Example 1-2), 4-methylphenylboronic acid (105 mg, 0.77 mmol), tris(dibenzylideneacetone)dipalladium(0) (32 mg, 0.04 mmol), tricyclohexylphosphine (24 mg, 0.08 mmol), and tripotassium phosphate (260 mg, 1.2 mmol) in dioxane (2 mL) and water (1 mL) was stirred at 140° C. for 2 h under microwave irradiation. The reaction mixture was purified by silica gel chromatography (Isco Combiflash, 12 g, hexane:ethyl acetate=0:100 to 100:0, gradient) to obtain the title compound (155 mg, 43%) as a brown oily substance.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08927536B2
Source dataset	uspto-grants-2015_01
ORD ID	ord-4c7c7f4659db434194b0fabd474d591a
Source note	uspto-grants-2015_01