HCID 22458206, compound → HCID 18399751, compound

HRID 1018992Notes

Reaction equation

HRID 1018992 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[C:19]3[CH:20]=[CH:21][S:22][C:18]=3[CH2:17][CH2:16][N:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pd]>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]2[C:19]3[CH:20]=[CH:21][S:22][C:18]=3[CH:17]=[CH:16][N:15]=2)[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22458206HCID 22458206, compound

Product 1

HCID 18399751HCID 18399751, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

6.5 g of the compound obtained in Step D and 0.3 g of Pd/C (5%) are heated for 40 minutes at 220-240° C. under nitrogen, and then 0.3 g of Pd/C is added again and the reaction is continued for 50 minutes. After returning to ambient temperature, taking up in ethanol, filtration over Celite and concentration under reduced pressure, chromatography of the residue on silica gel (dichloromethane/methanol: 95/5) enables the expected product to be isolated.

Workup

  1. customAfter returning to ambient temperature
  2. filtrationfiltration
  3. concentrationover Celite and concentration under reduced pressure, chromatography of the residue on silica gel (dichloromethane/methanol: 95/5)
  4. customto be isolated

Sources & evidence

ORD record
ord-293a9525956e4c70a5cc54e816235201
Source dataset
uspto-grants-2002_11
Patent number
US06486171B2

Reaction notes

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