HCID 22064538, compound → HCID 22064540, compound

HRID 1595213Notes

Reaction equation

HRID 1595213 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 of Step 1 and 0.09 g of Pd/C in 5 ml of ethanol is stirred at room 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 on silica gel (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 on silica gel (dichloromethane/methanol: 95/5)
  4. customto be isolated

Sources & evidence

ORD record
ord-418d8be4313e4103a3e0af2862f91c89
Source dataset
uspto-grants-2001_09
Patent number
US06288073B1

Reaction notes

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