Potassium Phosphate, Tribasic → N-(4-(2,6-dimethylphenylthio)pyridin-2-yl)-4-methylthiazol-2-amine

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	2-Amino-4-methylthiazole	HCID 74143	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	2-Chloro-4-(2,6-dimethylphenylthio)pyridine	HCID 86634734	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Product	N-(4-(2,6-dimethylphenylthio)pyridin-2-yl)-4-methylthiazol-2-amine	HCID 24826588	48%

Reaction Steps

Using the method of Example 3, Step B, 4-methylthiazol-2-amine (0.274 g, 2.40 mmol), 2-chloro-4-(2,6-dimethylphenylthio)pyridine (0.600 g, 2.40 mmol), potassium phosphate (0.561 g, 2.64 mmol), Pd2(dba)3 (0.110 g, 0.120 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.070 g, 0.120 mmol) were reacted to provide N-(4-(2,6-dimethylphenylthio)pyridin-2-yl)-4-methylthiazol-2-amine (0.375 g, 48% yield). 1H NMR (d6-DMSO) δ 11.01 (s, 1H), 8.03 (d, 1H), 7.31-7.40 (m, 3H), 6.57 (s, 1H), 6.50 (s, 1H), 6.41 (d, 1H), 2.40 (s, 6H), 2.20 (s, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08022222B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-e83ee38f576f4ea0a7ed5b5c7a41cf77
Source note	uspto-grants-2011_09