Potassium Carbonate → HCID 44540304, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	3-Cyanophenylboronic acid	HCID 2734325	—
Reactant	N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide	HCID 58255750	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 44540304	HCID 44540304	—

Reaction Conditions

Temperature	150 °C

Reaction Steps

(3-Cyanophenyl)boronic acid (17 mg, 0.12 mmol), 0.6 M potassium carbonate (aq) (0.2 ml, 0.12 mmol) and Pd(dppf)Cl2 (10 mg, 0.014 mmol) in 1,4-dioxane (1 ml) were treated with N-(6-bromo-1H-indazol-4-yl)-2-methyl-1,3-thiazole-4-carboxamide (40 mg, 0.12 mmol) in 1,4-dioxane (1 ml). The reaction was heated in a CEM Discover microwave at 150° C. for 30 mins. After cooling the solvent was removed in vacuo. The residue was dissolved in MeOH and loaded onto a C18 SPE cartridge eluting with 0.1% TFA in MeCN (3×3 ml). The solvent was removed under a stream of nitrogen. The residue was purified by MDAP (Method C) to give the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08163743B2
Source dataset	uspto-grants-2012_04
ORD ID	ord-68d7f54d5d7a4e09a1a390bd3d0e1871
Source note	uspto-grants-2012_04