HCID 10675002, compound → HCID 9827468, compound

HRID 1275546Notes

Reaction equation

HRID 1275546 reaction equation
[CH3:1][N:2]([CH3:44])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:24]2[C:12](=[C:13]([CH3:43])[C:14]3[N:15]([CH3:42])[C:16]4[CH:17]=[CH:18][C:19]([O:25][C:26](=[O:41])[CH2:27][CH2:28][CH2:29][CH2:30][C:31]([O:33]CC5C=CC=CC=5)=[O:32])=[CH:20][C:21]=4[C:22]=3[CH:23]=2)[CH:11]=[CH:10][N:9]=1)=[O:7].[H][H]>CO>[CH3:44][N:2]([CH3:1])[CH2:3][CH2:4][NH:5][C:6]([C:8]1[C:24]2[C:12](=[C:13]([CH3:43])[C:14]3[N:15]([CH3:42])[C:16]4[CH:17]=[CH:18][C:19]([O:25][C:26](=[O:41])[CH2:27][CH2:28][CH2:29][CH2:30][C:31]([OH:33])=[O:32])=[CH:20][C:21]=4[C:22]=3[CH:23]=2)[CH:11]=[CH:10][N:9]=1)=[O:7]

Participants

4

Reactant 2

HCID 10675002HCID 10675002, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 9827468HCID 9827468, compoundYield 112%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2 g of 1-[(2-dimethylaminoethyl)aminocarbonyl]-5,6-dimethyl-9-(5-benzyloxycarbonylpentan-oyloxy)-6H-pyrido[4,3-b]carbazole dissolved in 600 ml of methanol are hydrogenated in the presence of 0.2 g of palladium-on-barium sulphate for 36 hours under 3.5×105Pa of hydrogen at room temperature. The catalyst is removed by filtration and the filtrate is concentrated to dryness. The residue is taken up in ethanol and concentrated almost to dryness, and diethyl ether is added. The precipitate is suction-filtered and dried at 40° C. under 133 Pa. 1.9 g of the desired product are obtained, m.p.(cap): 88-90° C.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated to dryness
  3. concentrationconcentrated almost to dryness, and diethyl ether
  4. additionis added
  5. filtrationThe precipitate is suction-filtered
  6. customdried at 40° C. under 133 Pa

Sources & evidence

ORD record
ord-c871e9301dca47c9ba90669c5c8fb3f3
Source dataset
uspto-grants-2000_12
Patent number
US06162811

Reaction notes

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