Réaction #1702053

ord-d7498ff9d58347c9b9a1ac28d4730f2f

Équation de réaction

O=C1CC[C@@H](c2ccc(C=CS(=O)(=O)N3CCOCC3)cc2)C1
(3R)-3-{4-[2-(morpholine-4-sulfonyl)-vinyl]-phenyl}-cyclopentanone
O=C1CC[C@@H](c2ccc(CCS(=O)(=O)N3CCOCC3)cc2)C1
(3R)-3-{4-[2-(Morpholine-4-sulfonyl)-ethyl]-phenyl}-cyclopentanone

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.WAITwas hydrogenated over night at r.t
  2. 2
    FiltrationThe mixture is filtered
  3. 3
    Autresolvents are removed in vacuo
  4. 4
    Autreto afford the 1H NMR (300 MHz, CDCl3) δ 7.25-7.17 (m, 4H), 3.75 (m, 4H), 3.48-3.34 (m, 1H), 3.32-3.23 (m, 4H), 3.21-3.07 (m, 4H), 2.72-2.61 (m, 1H), 2.53-2.22 (m, 4H), 2.01-1.89 (m, 1H)

Mode opératoire

A solution of (3R)-3-{4-[2-(morpholine-4-sulfonyl)-vinyl]-phenyl}-cyclopentanone (210 mg) in EtOAc (10 ml) containing Pd/C (10%, 50 mg) was hydrogenated over night at r.t. The mixture is filtered and solvents are removed in vacuo to afford the 1H NMR (300 MHz, CDCl3) δ 7.25-7.17 (m, 4H), 3.75 (m, 4H), 3.48-3.34 (m, 1H), 3.32-3.23 (m, 4H), 3.21-3.07 (m, 4H), 2.72-2.61 (m, 1H), 2.53-2.22 (m, 4H), 2.01-1.89 (m, 1H).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08765676B2uspto-grants-2014_07