HCID 10506399, compound → HCID 10789247, compound

HRID 1078509Notes

Reaction equation

HRID 1078509 reaction equation
[C:1]12([C:11]3[CH:12]=[C:13]([C:21]4[CH:22]=[C:23]5[C:28](=[CH:29][CH:30]=4)[CH:27]=[C:26]([C:31]([O:33]CC4C=CC=CC=4)=[O:32])[CH:25]=[CH:24]5)[CH:14]=[CH:15][C:16]=3[CH2:17][CH2:18][CH2:19][OH:20])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>O1CCOCC1.[Pd]>[C:1]12([C:11]3[CH:12]=[C:13]([C:21]4[CH:22]=[C:23]5[C:28](=[CH:29][CH:30]=4)[CH:27]=[C:26]([C:31]([OH:33])=[O:32])[CH:25]=[CH:24]5)[CH:14]=[CH:15][C:16]=3[CH2:17][CH2:18][CH2:19][OH:20])[CH2:2][CH:3]3[CH2:4][CH:5]([CH2:6][CH:7]([CH2:9]3)[CH2:8]1)[CH2:10]2

Participants

4

Reactant 1

HCID 10506399HCID 10506399, compound

Product 1

HCID 10789247HCID 10789247, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

2.67 g (5 mmol) of the ester obtained in Example 42, in solution in 50 ml of dioxane, are stirred under a hydrogen pressure of 7 bar for 7 h at room temperature and then for 1 h at 50° C. in the presence of 800 mg of palladium on carbon (10%). After the same treatment as in Example 5 followed by a recrystallization from the ethanol/water mixture, 1.78 g (81%) of the expected derivative are isolated, which derivative melts at 262.4° C.

Workup

  1. customAfter the same treatment as in Example 5 followed by a recrystallization from the ethanol/water mixture, 1.78 g (81%) of the expected
  2. customderivative are isolated

Sources & evidence

ORD record
ord-53ac5e02adc745f7a744f1ac7a7d2794
Source dataset
uspto-grants-1996_08
Patent number
US05547983

Reaction notes

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