Potassium Phosphate, Tribasic → HCID 24825878, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	2-Amino-4-methylthiazole	HCID 74143	—
Reactant	2-chloro-4-(1-methyl-1H-imidazol-2-ylthio)pyridine	HCID 63778491	—
Catalyst	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Product	HCID 24825878	HCID 24825878	80.1%

Reaction Steps

Using the method of Example 3, Step B, 4-methylthiazol-2-amine (11.21 mL, 4.484 mmol), 2-chloro-4-(1-methyl-1H-imidazol-2-ylthio)pyridine (1.012 g, 4.484 mmol), potassium phosphate (0.9518 g, 4.484 mmol), Pd2(dba)3 (0.09332 g, 0.1019 mmol), and 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.06486 g, 0.1121 mmol) were reacted to provide 4-(1-methyl-1H-imidazol-2-ylthio)-N-(4-methylthiazol-2-yl)pyridin-2-amine dihydrochloride (0.676 g, 44.07% yield) after salt formation. 1H NMR (d6-DMSO) δ 8.25 (d, 1H), 8.04 (d, 1H), 7.88 (d, 1H), 6.87 (s, 1H), 6.83 (dd, 1H), 6.70 (d, 1H), 3.83 (s, 3H), 2.26 (s, 3H); Mass spectrum (apci) m/z=304.1 (M+H-2HCl).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08022222B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-8b1040c5cf24427ebb8fe5326f38bae3
Source note	uspto-grants-2011_09