Potassium Fluoride → HCID 86687694, compound

Participants

Reaction Steps

A solution of PdCl2(dppf)-CH2Cl2 adduct (0.391 g, 0.479 mmol), 2-tributylstannylthiazole (3.01 ml, 9.59 mmol), 1-bromo-4-iodo-2-methoxybenzene (3.00 g, 9.59 mmol), and potassium fluoride (1.499 g, 38.3 mmol) in 10 mL dioxane was heated to 100° C. overnight. LC/MS showed mostly product, so the reaction mixture was diluted with DCM and washed with water. The organics were dried over MgSO4 and concentrated. Purification of the crude residue by silica gel column chromatography (0-100% EtOAc/heptane) gave 2-(4-bromo-3-methoxyphenyl)thiazole (1.858 g, 6.88 mmol, 71.7% yield). (M+H)+=271.2.

Provenance & Evidence