Potassium Phosphate, Tribasic → HCID 86634739, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	2-Amino-4-methylthiazole	HCID 74143	—
Reactant	Methyl 2-chloropyridine-4-carboxylate	HCID 2736842	—
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	—
Solvent	Toluene	HCID 1140	—
Product	HCID 86634739	HCID 86634739	71.5%

Reaction Steps

Using the method of Example 3, Step B, 2-chloroisonicotinic acid, methyl ester (4.734 g, 27.59 mmol), 2-amino-4-methylthiazole (3.0 g, 26.28 mmol), potassium phosphate (2.393 ml, 28.90 mmol), Pd2(dba)3 (0.6016 g, 0.6569 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethyl-9H-xanthene (0.4181 g, 0.7226 mmol) in toluene (20 mL) and water (0.5 mL) were reacted to afford methyl 2-(4-methylthiazol-2-ylamino)isonicotinate (4.682 g, 71.48% yield) as a white solid. 1H NMR (CDCl3) δ 10.25 (bs, 1H), 8.47 (dd, 1H), 7.40 (m, 1H), 7.39 (dd, 1H), 6.45 (d, 1H), 3.94 (s, 3H), 2.39 (d, 3H); Mass spectrum (apci) m/z=250 (100) (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08022222B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-2b61e565dc9a4270a140a1bbde9c7167
Source note	uspto-grants-2011_09