(2S)‐N‐(2,3,4,5,6‐Pentafluorophenyl)‐2‐pyrrolidinecarboxamide
2013
[(2S)-N-(2,3,4,5,6-Pentafluorophenyl)-2-pyrrolidinecarboxamide]
[1021188-17-9] C11H9F5N2O (MW 280.19)
InChI = 1S/C11H9F5N2O/c12-5-6(13)8(15)10(9(16)7(5)14)18-11(19)4-2-1-3-17-4/h4,17H,1-3H2,(H,18,19)/t4-/m0/s1
InChIKey = QACVCVKUWCBPRE-BYPYZUCNSA-N
Physical Data: mp 82–84 °C; = (36.46 (c = 0.5, EtOH).
Solubility: soluble in H2O, alcohol, THF, HMPA, and most organic solvents.
Form supplied in: crystalline.
Preparative method: prepared in three steps from commercially available Boc-protected l-proline (1). The Boc derivative 3 was synthesized from 1 via the formation of a mixed anhydride with ethyl chloroformate, followed by treatment with pentafluoroaniline (2). Deprotection (eq 1) then gives pentafluorophenyl prolinamide (4).1
(1)
Handling, Storage, and Precautions: storage in a cool, dry, and ventilated place is recommended.
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