HCID 68531620, compound → HCID 68528802, compound

HRID 2246565Notes

Reaction equation

HRID 2246565 reaction equation
C(OC([O:11][C:12]1([CH2:51][CH3:52])[C:17]2[CH:18]=[C:19]3[N:27]([C:28](=[O:29])[C:16]=2[CH2:15][O:14][C:13]1=[O:50])[CH2:26][C:25]1[C:24]([CH2:30][CH2:31][Si:32]([CH3:45])([CH3:44])[CH2:33][CH2:34][CH2:35][O:36][C:37]([C:39]2[O:43][N:42]=[CH:41][CH:40]=2)=[O:38])=[C:23]2[CH:46]=[CH:47][CH:48]=[CH:49][C:22]2=[N:21][C:20]3=1)=O)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[CH2:51]([C:12]1([OH:11])[C:17]2[CH:18]=[C:19]3[N:27]([C:28](=[O:29])[C:16]=2[CH2:15][O:14][C:13]1=[O:50])[CH2:26][C:25]1[C:24]([CH2:30][CH2:31][Si:32]([CH3:45])([CH3:44])[CH2:33][CH2:34][CH2:35][O:36][C:37]([C:39]2[O:43][NH:42][CH2:41][CH:40]=2)=[O:38])=[C:23]2[CH:46]=[CH:47][CH:48]=[CH:49][C:22]2=[N:21][C:20]3=1)[CH3:52]

Participants

5

Reactant 2

HCID 68531620HCID 68531620, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68528802HCID 68528802, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of Compound 63 (70 mg, 0.1 mmol), 10% palladium on carbon (20 mg, 20%) in 20 mL of ethanol was hydrogenated for 18 hours at a balloon pressure of hydrogen at 21° C. The catalyst was removed by filtration over celite and the filtrate was evaporated to give a crude product, which was chromatographed to give the desired product.

Workup

  1. customThe catalyst was removed by filtration over celite
  2. customthe filtrate was evaporated
  3. customto give a crude product, which
  4. customwas chromatographed

Sources & evidence

ORD record
ord-1f0afd9790934cedaf9d22b685e87370
Source dataset
uspto-grants-2010_03
Patent number
US07687496B2

Reaction notes

Loading…