Potassium Carbonate → 1263089-45-7

Temperature

74 °C

To a dry 2 L three neck flask equipped with a thermo pocket and condenser was charged N-(3-methyl-2-pyridinyl)formamide (100 g), potassium carbonate (109.6 g), tetrabutylammonium bromide (4.73 g), isopropyl alcohol (7500 mL) and 2-chloro-5-(chloromethyl)thiazole (distilled, 123.9 g) under a nitrogen atmosphere. The reaction mixture was then heated to 73-75° C. and maintained at that temperature for 5.5 hours. The mixture was then cooled to 50° C., and 10% aqueous NaOH (880 g) was added via an addition funnel over a period of 20 minutes. The resulting turbid reaction mass was stirred at 57-60° C. for approximately 3.5 hours. Water (approximately 800 mL) was added over a period of 5 minutes to the reaction mixture; the reaction mixture was then cooled to 10° C. and stirred at 10° C. for 10 minutes. The slurry was filtered, and the resulting solids were washed with chilled water (2×200 mL), air-dried, and further dried under reduced pressure at 40° C. for 16 h to provide a white solid (134 g).

1. temperaturemaintained at that temperature for 5.5 hours
2. temperatureThe mixture was then cooled to 50° C.
3. customThe resulting turbid reaction mass
4. temperaturethe reaction mixture was then cooled to 10° C.
5. stirringstirred at 10° C. for 10 minutes
6. filtrationThe slurry was filtered
7. washthe resulting solids were washed with chilled water (2×200 mL)
8. customair-dried
9. customfurther dried under reduced pressure at 40° C. for 16 h

ORD record

ord-7df8566ad9634b1ab8c793e0527639d4

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09108965B2