Isopropanol → 5-Bromo-2-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]pyrimidine

Into a 100-mL sealable pressure flask equipped with a magnetic stirbar was added 5-bromo-2-chloropyrimidine (2.50 g, 12.9 mmol), 4-(2-bromo-5-fluorophenoxy)piperidine hydrochloride (4.00 g, 12.9 mmol), 2-propanol (30 mL) and N,N-diisopropylethylamine (4.50 mL, 25.8 mmol). The vial was sealed and heated to 120° C. for 3 h. The reaction mixture was cooled and poured into a 500 mL separatory funnel containing water (250 mL) and the mixture was extracted with ethyl acetate (3×75 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. The resulting oil was recrystallized from diethyl ether/hexanes and cooled to −40° C. to cause precipitation, then filtered through Whatman#1 filter paper to give a beige solid, which was dried overnight on the vacuum pump. MS (ESI, Q+) m/z 432, 434, 437 (M+1 for 2×35Br and 37Br).

1. customInto a 100-mL sealable pressure flask equipped with a magnetic stirbar
2. customThe vial was sealed
3. temperatureThe reaction mixture was cooled
4. additionpoured into a 500 mL separatory funnel
5. extractionthe mixture was extracted with ethyl acetate (3×75 mL)
6. washThe combined organic layers were washed with brine
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. customthe solvent was evaporated under reduced pressure
10. customThe resulting oil was recrystallized from diethyl ether/hexanes
11. temperaturecooled to −40° C.
12. customprecipitation
13. filtrationfiltered through Whatman#1 filter paper
14. customto give a beige solid, which
15. customwas dried overnight on the vacuum pump

ORDレコード

ord-62674b557386438eb462b00bce9a5d90

出典データセット

uspto-grants-2009_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07582633B2