HCID 19429695, compound → HCID 19429716, compound

HRID 1078512Notes

Reaction equation

HRID 1078512 reaction equation
[CH3:1][O:2][C:3]([CH2:5][NH:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:24]3[C:19](=[CH:20][C:21]([C:25]([O:27]CC4C=CC=CC=4)=[O:26])=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[C:35]12[CH2:44][CH:39]3[CH2:40][CH:41]([CH2:43][CH:37]([CH2:38]3)[CH2:36]1)[CH2:42]2)=[O:8])=[O:4]>O1CCOCC1.[Pd]>[CH3:1][O:2][C:3]([CH2:5][NH:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:24]3[C:19](=[CH:20][C:21]([C:25]([OH:27])=[O:26])=[CH:22][CH:23]=3)[CH:18]=[CH:17][CH:16]=2)=[CH:11][C:10]=1[C:35]12[CH2:36][CH:37]3[CH2:43][CH:41]([CH2:40][CH:39]([CH2:38]3)[CH2:44]1)[CH2:42]2)=[O:8])=[O:4]

Participants

4

Reactant 1

HCID 19429695HCID 19429695, compound

Product 1

HCID 19429716HCID 19429716, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

1.25 g (2.1mmol) of the benzyl ester obtained in Example 48, in 50 ml of dioxane, are hydrogenated at 70° C. in the presence of 190 mg of palladium on carbon (10%), under a hydrogen pressure of 7 bar, for 12 h. After the same treatment as in Example 5 followed by a recrystallization from the ethyl acetate/hexane mixture, 742 mg (71%) of the expected derivative are isolated, which derivative melts at 272° C.

Workup

  1. customAfter the same treatment as in Example 5 followed by a recrystallization from the ethyl acetate/hexane mixture, 742 mg (71%) of the expected
  2. customderivative are isolated

Sources & evidence

ORD record
ord-cedb73c33af04599b01b326a6cf8bef1
Source dataset
uspto-grants-1996_08
Patent number
US05547983

Reaction notes

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