HCID 13321955, compound → HCID 13321935, compound

HRID 1284887Notes

Reaction equation

HRID 1284887 reaction equation
C([O:3][C:4]([C:6]1[NH:18][C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10](S(C3C=CC(C)=CC=3)(=O)=O)[C:9]=2[CH2:8][N:7]=1)=[O:5])C>C1(C)C(C)=CC=CC=1.[Pd].[C]>[N:18]1[C:17]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[NH:10][C:9]=2[CH:8]=[N:7][C:6]=1[C:4]([OH:5])=[O:3]

Participants

4

Reactant 1

HCID 13321955HCID 13321955, compound

Product 1

HCID 13321935HCID 13321935, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 7237O-XyleneSolvent

Procedure

Under argon, 10 g of 1,4-dihydro-5-tosyl-5H-pyrimido[5,4-b]indole-2-carboxylic acid ethyl ester is refluxed for 10 hours in 200 ml of xylene with 5 g of 10% Pd-carbon. The filtrate is then removed from the palladium-carbon by evaporation, the evaporation residue yielding, after recrystallization from an ethyl acetate/ether mixture, 5 g of 5-tosyl-5H-pyrimido[5,4-b]indole-2-carboxylic acid ethyl ester, mp 187°-189° C.

Workup

  1. customThe filtrate is then removed from the palladium-carbon by evaporation
  2. customthe evaporation residue yielding
  3. customafter recrystallization from an ethyl acetate/ether mixture, 5 g of 5-tosyl-5H-pyrimido[5,4-b]indole-2-carboxylic acid ethyl ester, mp 187°-189° C.

Sources & evidence

ORD record
ord-86ce7d6a81594a33b72101c24d882deb
Source dataset
uspto-grants-1986_01
Patent number
US04564610

Reaction notes

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