HCID 68528434, compound → HCID 68532035, compound

HRID 2246561Notes

Reaction equation

HRID 2246561 reaction equation
C(OC([O:11][C:12]1([CH2:47][CH3:48])[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:46])[CH2:26][C:25]1[C:24]([CH2:30][CH2:31][Si:32]([CH3:41])([CH3:40])[CH2:33][CH2:34][CH2:35][O:36][C:37](=[O:39])[CH3:38])=[C:23]2[CH:42]=[CH:43][CH:44]=[CH:45][C:22]2=[N:21][C:20]3=1)=O)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[CH2:47]([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:46])[CH2:26][C:25]1[C:24]([CH2:30][CH2:31][Si:32]([CH3:40])([CH3:41])[CH2:33][CH2:34][CH2:35][O:36][C:37](=[O:39])[CH3:38])=[C:23]2[CH:42]=[CH:43][CH:44]=[CH:45][C:22]2=[N:21][C:20]3=1)[CH3:48]

Participants

5

Reactant 2

HCID 68528434HCID 68528434, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68532035HCID 68532035, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of Compound 59 (180 mg, 0.27 mmol), 10% palladium on carbon (36 mg, 20%) in 6 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-0ff08d26220e45b0b3a5065275a17c41
Source dataset
uspto-grants-2010_03
Patent number
US07687496B2

Reaction notes

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