HCID 22064538, compound → HCID 22064540, compound

HRID 478685Notes

Reaction equation

HRID 478685 reaction equation
[N:1]([CH:4]1[C:9]2=[C:10]3[C:19](=[C:20]([O:22][CH3:23])[CH:21]=[C:8]2[O:7][C:6]([CH3:31])([CH3:30])[CH:5]1[OH:32])[C:18](=[O:24])[C:17]1[CH:16]=[C:15]2[CH:25]=[CH:26][CH:27]=[CH:28][C:14]2=[CH:13][C:12]=1[N:11]3[CH3:29])=[N+]=[N-]>C(O)C.[Pd]>[NH2:1][CH:4]1[C:9]2=[C:10]3[C:19](=[C:20]([O:22][CH3:23])[CH:21]=[C:8]2[O:7][C:6]([CH3:30])([CH3:31])[CH:5]1[OH:32])[C:18](=[O:24])[C:17]1[CH:16]=[C:15]2[CH:25]=[CH:26][CH:27]=[CH:28][C:14]2=[CH:13][C:12]=1[N:11]3[CH3:29]

Participants

4

Reactant 1

HCID 22064538HCID 22064538, compound

Product 1

HCID 22064540HCID 22064540, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution containing 0.2 g of the compound obtained in Step A and 0.09 g of Pd/C in 5 ml of ethanol is stirred at ambient temperature under an H2 atmosphere for 48 hours. The catalyst is then filtered off and the filtrate is concentrated in vacuo. The residue is chromatographed over silica (dichloromethane/methanol: 95/5), allowing the desired product to be isolated.

Workup

  1. filtrationThe catalyst is then filtered off
  2. concentrationthe filtrate is concentrated in vacuo
  3. customThe residue is chromatographed over silica (dichloromethane/methanol: 95/5)
  4. customto be isolated

Sources & evidence

ORD record
ord-704ff5074e7f4a0c9fae5b2531dd8ff5
Source dataset
uspto-grants-2003_11
Patent number
US06642248B2

Reaction notes

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