HCID 67274379, compound → HCID 67274078, compound

HRID 2193542Notes

Reaction equation

HRID 2193542 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][C:26]([N:29]4[CH2:33][C@@H:32]([CH2:34][NH:35][C:36](=[O:38])[CH3:37])[O:31][C:30]4=[O:39])=[CH:25][C:24]=3[F:40])[CH2:19][CH2:18]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>CO.[Pd]>[F:40][C:24]1[CH:25]=[C:26]([N:29]2[CH2:33][C@H:32]([CH2:34][NH:35][C:36](=[O:38])[CH3:37])[O:31][C:30]2=[O:39])[CH:27]=[CH:28][C:23]=1[N:20]1[CH2:21][CH2:22][N:17]([CH:14]2[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[CH2:18][CH2:19]1

Participants

4

Reactant 1

HCID 67274379HCID 67274379, compound

Product 1

HCID 67274078HCID 67274078, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 500 mg of 10% Pd/C and 2.5 g 4-(4-{4-[(5R)-5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-piperazin-1-yl)-piperidin-1-carboxylic acid benzyl ester(, 5.51 mmol) in 50 ml methanol was stirred under hydrogen. The reaction was monitored by TLC. The Pd/C was filtered off, the filtrate evaporated to dryness and the residue digested in an ethyl acetate/hexane mixture. The glassy solid was filtered, washed with hexane and dried.

Workup

  1. filtrationThe Pd/C was filtered off
  2. customthe filtrate evaporated to dryness
  3. filtrationThe glassy solid was filtered
  4. washwashed with hexane
  5. customdried

Sources & evidence

ORD record
ord-e49e2375786d4e73b5d367963d66c834
Source dataset
uspto-grants-2012_12
Patent number
US08329908B2

Reaction notes

Loading…