8alpha-Benzyloxycarbonylamino-6-n-propylergoline → 8alpha-Amino-6-n-propylergoline

HRID 34957Notes

Reaction equation

HRID 34957 reaction equation
C(OC([NH:11][C@H:12]1[CH2:26][C@H:25]2[C@@H:15]([CH2:16][C:17]3[C:27]4[C:20](=[CH:21][CH:22]=[CH:23][C:24]2=4)[NH:19][CH:18]=3)[N:14]([CH2:28][CH2:29][CH3:30])[CH2:13]1)=O)C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[NH2:11][C@H:12]1[CH2:26][C@H:25]2[C@@H:15]([CH2:16][C:17]3[C:27]4[C:20](=[CH:21][CH:22]=[CH:23][C:24]2=4)[NH:19][CH:18]=3)[N:14]([CH2:28][CH2:29][CH3:30])[CH2:13]1

Participants

5

Reactant 2

HCID 139664588alpha-Benzyloxycarbonylamino-6-n-propylergolineHCID 178418361HCID 178418361, compound

Product 1

HCID 134688038alpha-Amino-6-n-propylergoline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

12 g (ca 30 mM) of 8α-benzyloxycarbonylamino)-6-n-propylergoline obtained from step (d) and 1.5 g palladium on charcoal (10% by weight) in 500 ml ethanol are hydrogenated at normal pressure until hydrogen uptake ceases. The mixture is filtered and concentrated. This resultant heading compound is crystallised from methanol.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated
  3. customis crystallised from methanol

Sources & evidence

ORD record
ord-1847d07e81a74fdd8f8adb629f105173
Source dataset
uspto-grants-1988_08
Patent number
US04764517

Reaction notes

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