HCID 13136280, compound → HCID 13799195, compound

HRID 1722254Notes

Reaction equation

HRID 1722254 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[C:15]([CH2:20][O:21][CH2:22][CH3:23])[CH:14]=[CH:13][CH:12]=3)=[O:5])[CH3:2].[H][H]>C(O)C.[C].[Pd]>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[CH2:12][CH2:13][CH2:14][CH:15]([CH2:20][O:21][CH2:22][CH3:23])[C:16]=3[C:17]=2[C:18]=1[CH3:19])=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 13136280HCID 13136280, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13799195HCID 13799195, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

5-Ethoxymethyl-4-methyl-beta-carboline-3-carboxylic acid ethyl ester (1 g) is shaken in ethanol (80 ml) with 10% palladium carbon (0.3 g) at a hydrogen pressure of 40 bars and a temperature of 70° C. for 2 hours. After filtering off of the catalyst, the reaction solution is evaporated, the residue is crystallized by treatment with a mixture of acetic acid and ethanol. The yield in 5,6,7,8-tetrahydro-5-ethoxymethyl-4-methyl-beta-carboline-3-carboxylic acid ethyl ester is 0.66 g.

Workup

  1. filtrationAfter filtering off of the catalyst
  2. customthe reaction solution is evaporated
  3. customthe residue is crystallized by treatment with a mixture of acetic acid and ethanol
  4. customThe yield in 5,6,7,8-tetrahydro-5-ethoxymethyl-4-methyl-beta-carboline-3-carboxylic acid ethyl ester

Sources & evidence

ORD record
ord-2e5dcf332c17483d8f4d1d481a795feb
Source dataset
uspto-grants-1989_08
Patent number
US04855295

Reaction notes

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