Trifluoroacetic acid → HCID 59152454, 화합물

Dissolve [(R)-1-(5-bromo-pyridin-2-yl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (4.24 g, 12.43 mmol) in CH2Cl2 (10 mL) and add TFA (5 mL). Stir at RT for 1 h. Evaporate the excess reagent. Dissolve the resulting crude material in CH2Cl2 (50 mL) and cool to 0° C. Add difluoroacetic acid (1.78 g, 18.64 mmol), EDCI (3.57 g, 18.64 mmol), HOBt (2.52 g, 18.64 mmol) and Et3N (5.2 mL, 37.3 mmol). Stir the reaction at 0° C. for 30 min and at RT overnight. Dilute with CH2Cl2 (100 mL) and wash with 0.1 M NaOH (2×50 mL) and H2O (100 mL). Dry the solution with Na2SO4, filter, and concentrate. Purify the crude material, eluting with 100% EtOAc to give 1.98 g (50%) of the title compound. MS/ES m/z (79Br) 321.0 [M+H]+.

1. customEvaporate the excess reagent
2. dissolutionDissolve the resulting crude material in CH2Cl2 (50 mL)
3. temperaturecool to 0° C
4. stirringStir
5. customthe reaction at 0° C. for 30 min
6. customat RT
7. customovernight
8. washwash with 0.1 M NaOH (2×50 mL) and H2O (100 mL)
9. dry with materialDry the solution with Na2SO4
10. filtrationfilter
11. concentrationconcentrate
12. customPurify the crude material
13. washeluting with 100% EtOAc

ORD 기록

ord-2a6d304d6d1f4a9bb91e74333139be6f

출처 데이터셋

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08101764B2