Toluene → HCID 57898928, compound

Participants

Role	Name	HCID	Charge
Reactant	Toluene	HCID 1140	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	4-(Propan-2-yl)-1,3-thiazol-2-amine	HCID 7064077	—
Reactant	HCID 86634715	HCID 86634715	—
Catalyst	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Water	HCID 962	—
Product	HCID 57898928	HCID 57898928	83.2%

Reaction Steps

Following the method of Example 1, Step B, 4-isopropylthiazol-2-amine (10.55 mL, 4.219 mmol), methyl 3-(2-chloropyridin-4-yloxy)benzoate (1.224 g, 4.641 mmol), potassium phosphate (0.9850 g, 4.641 mmol), tris(dibenzylideneacetone)dipalladium (0). (0.09658 g, 0.1055 mmol), and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.06713 g, 0.1160 mmol) were reacted in water (3 mL) and toluene (11 mL) to give the title compound (1.297 g, 81.55% yield) as yellow solid. 1H NMR (CDCl3) δ 8.19 (d, 1H), 7.93 (dt, 1H), 7.76 (m, 1H), 7.50 (t, 1H), 7.30 (m, 1H), 6.50 (m, 1H), 6.48 (dd, 1H), 6.33 (s, 1H), 3.92 (s, 3H), 2.87 (m, 1H), 1.22 (d, 6H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08022222B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-2448528f436f4870b50aefca4fc9e3fc
Source note	uspto-grants-2011_09