ethyl 4-broMo-2-chloro-5-fluorobenzoate synthesis

Yield:1228376-44-0 81%

Reaction Conditions:

with sulfuric acid at 85;

Steps:

24

Example 24; 3-(5-Chloro-4-(5-(8-chloro-6-(trifluoromethyl)imidazo(l,2-fl]pyridine-2-yl)-l,3,4-oxadiazol-2-yl)-2-fluorophenyl)propanoic acid; Ethyl 4-bromo-2-chloro-5-fluoro benzoate (119).; To a stirred solution of 4-bromo- 2-chloro-5-fiuoro benzoic acid 118 (10.0 g, 40 mmol) in EtOH (50 niL) was added H₂SO₄ (5 niL) dropwise. After addition was complete, the reaction mixture was heated to 85 ⁰C for 16 h. EtOH was removed under reduced pressure, the reaction mixture neutralized with saturated sodium bicarbonate solution and extracted with EtOAc. The combined organic layers were washed with saturated NaCl, dried over Na₂SO₄ and concentrated to afford the title intermediate 119 as an oil (9.O g, 81% yield).

References:

WO2010/65760,2010,A1 Location in patent:Page/Page column 161-162