HCID 19902137, compound → HCID 86745599, compound

HRID 2372786Notes

Reaction equation

HRID 2372786 reaction equation
[CH3:1][N:2]1[CH:10]2[CH:5]([CH:6]=[C:7]([OH:11])[CH:8]=[CH:9]2)[CH:4]2[CH2:12][CH2:13][CH:14]([NH:15]CC3C=CC=CC=3)[CH:3]12>C(O)C.[OH-].[OH-].[Pd+2]>[CH3:1][N:2]1[C:10]2[C:5]([CH2:6][C:7]([OH:11])=[CH:8][CH:9]=2)=[C:4]2[CH:12]=[CH:13][CH:14]=[C:3]12.[NH2:15][CH:14]1[CH:3]2[N:2]([CH3:1])[CH:10]3[CH:5]([CH:4]2[CH2:12][CH2:13]1)[CH:6]=[C:7]([OH:11])[CH:8]=[CH:9]3

Participants

4

Reactant 1

HCID 19902137HCID 19902137, compound

Product 1

HCID 86745599HCID 86745599, compoundYield 115.7%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

20% Palladium hydroxide on carbon (1.4 g) was added to a solution of 1,2,3,3a,4,8a-hexahydro-4-methyl-3-phenylmethylaminocyclopent[b]indol-7-ol (14 grams) in ethanol (100 ml) and the mixture was hydrogenated at 45 psi H2 pressure using a Parr apparatus at 50° C. for 5 hours. The mixture was filtered and the solution was concentrated to give 3-amino-1,2,3,3a,4,8a-hexahydro-4-methylcyclopent[b]indol-7-ol 4-methylcyclopent[b]indol-7-ol (10.7 grams).

Workup

  1. customat 50° C.
  2. customfor 5 hours
  3. filtrationThe mixture was filtered
  4. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-3bf24d27313d42c7b097159d502e728c
Source dataset
uspto-grants-1992_03
Patent number
US05100891

Reaction notes

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