HCID 69058861, compound → HCID 11997659, compound

HRID 1985724Notes

Reaction equation

HRID 1985724 reaction equation
[CH:1]1([N:4]2[CH:20]=[C:7]3[CH:8]=[C:9]4[C:17](=[N:18][C:6]3=[CH:5]2)[N:16]2[CH:11]([CH2:12][NH:13][CH2:14][CH:15]2[CH3:19])[CH2:10]4)[CH2:3][CH2:2]1.[H][H]>C(O)(=O)C.O.[Pd]>[NH3:4].[CH:1]1([N:4]2[CH2:20][C:7]3=[CH:8][C:9]4[CH2:10][C@H:11]5[N:16]([C:17]=4[N:18]=[C:6]3[CH2:5]2)[C@H:15]([CH3:19])[CH2:14][NH:13][CH2:12]5)[CH2:3][CH2:2]1

Participants

7

Reactant 2

HCID 69058861HCID 69058861, compoundHCID 178418361HCID 178418361, compound

Product 2

HCID 222AmmoniaHCID 11997659HCID 11997659, compoundYield 35.4%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a solution of 0.014 g 2-cyclopropyl-5-methyl-5,6,7,8,8a,9-hexahydro-2H-2,4,4b,7-tetraaza-cyclopenta[b]fluorene in 1.0 ml glacial acetic acid and 1.00 ml water was added 0.005 g palladium 10% on charcoal and the mixture stirred for 18 h under 1 atmosphere of hydrogen at room temperature. The solvents were evaporated and the residue was purified by chromatography on silica gel with dichloromethane:methanol:ammonia=90:10:1 to yield 0.0025 g of the title compound as slightly brownish oil (MS: 271.3 (M+H+)).

Workup

  1. customThe solvents were evaporated
  2. customthe residue was purified by chromatography on silica gel with dichloromethane

Sources & evidence

ORD record
ord-90dca446408548e5beff8bf4c5664e3e
Source dataset
uspto-grants-2009_06
Patent number
US07547699B2

Reaction notes

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