HCID 67716801, compound → HCID 22921706, compound

HRID 1756549Notes

Reaction equation

HRID 1756549 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][C:5]2[O:6][C:7]3[CH:32]=[CH:31][CH:30]=[CH:29][C:8]=3[CH2:9][N:10]([C:11]([NH:13][C:14]([CH3:28])([CH3:27])[CH2:15][NH:16]C(=O)OCC3C=CC=CC=3)=[O:12])[C:4]=2[CH:3]=1>CCO.C1COCC1.[Pd]>[NH2:16][CH2:15][C:14]([NH:13][C:11]([N:10]1[CH2:9][C:8]2[CH:29]=[CH:30][CH:31]=[CH:32][C:7]=2[O:6][C:5]2[CH:33]=[CH:34][C:2]([Cl:1])=[CH:3][C:4]1=2)=[O:12])([CH3:28])[CH3:27]

Participants

5

Reactant 1

HCID 67716801HCID 67716801, compound

Product 1

HCID 22921706HCID 22921706, compoundYield 32.4%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title product of Example 18 (6.5 g, 13.4 mmol) dissolved in a mixture of EtOH and THF was hydrogenated in a standard Parr apparatus using 3% Pd on carbon as catalyst. The reaction was run under a H2 pressure of 5 psi for 5.5 hours at 40° C. to produce the crude product. This material was purified by HPLC on silica gel to yield 1.5 g of the title material.

Workup

  1. customfor 5.5 hours
  2. customat 40° C.
  3. customto produce the crude product
  4. customThis material was purified by HPLC on silica gel

Sources & evidence

ORD record
ord-1d59769a4ae64353ba3118f0da5d3fb1
Source dataset
uspto-grants-1995_08
Patent number
US05441950

Reaction notes

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