m-Chloroperbenzoic acid → HCID 66801746, compound

Temperature

5 °C

To an ice-cooled solution of 2-(2-chloro-6-fluorophenyl)-7-fluorothiazolo[5,4-c]pyridine (4.0 g, 14.16 mmol) in DCM (50 mL) was added m-CPBA (4.82 g, 0.028 mol) and the mixture was stirred at 5° C. for 1 hour. Additional m-CPBA (4.82 g, 28.0 mmol) was added and stirring at room temperature was continued for 18 hours. The suspension was diluted with DCM (50 mL) and washed with a potassium carbonate solution (100 mL). The aqueous phase was extracted with DCM (2×50 mL) and the combined organic layers were washed with water (100 mL), then dried (Na2SO4) and concentrated under reduced pressure. The resultant residue was triturated with diethyl ether (25 mL) to afford the title compound as a white solid (3.1 g, 73%). LCMS (Method E): RT=2.70 min, m/z: 299 [M+H+].

1. stirringstirring at room temperature
2. waitwas continued for 18 hours
3. washwashed with a potassium carbonate solution (100 mL)
4. extractionThe aqueous phase was extracted with DCM (2×50 mL)
5. washthe combined organic layers were washed with water (100 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure
8. customThe resultant residue was triturated with diethyl ether (25 mL)

ORD record

ord-5af3da8e76b24a22a22c99109ed9bf8c

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08697708B2