2-Methoxyethanol → HCID 86741197, compound

HRID 979918Notes

Reaction equation

HRID 979918 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[C:12]2[NH:20][CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][NH:29][C:30](=[O:34])[O:31][CH2:32][CH3:33])[CH2:23][CH2:22]2)=[CH:6][CH:5]=1)([O-])=O.S1C=CC=C1.COCCO.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][N:11]2[C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=3[N:13]=[C:12]2[NH:20][CH:21]2[CH2:22][CH2:23][N:24]([CH2:27][CH2:28][NH:29][C:30](=[O:34])[O:31][CH2:32][CH3:33])[CH2:25][CH2:26]2)=[CH:8][CH:9]=1

Participants

7

Reactant 4

HCID 80192-MethoxyethanolHCID 8030ThiopheneHCID 86741198HCID 86741198, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86741197HCID 86741197, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 24 parts of ethyl [2-[4-[[1-[(4-nitrophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]-ethyl]carbamate, 1 part of a solution of thiophene in methanol 4% and 250 parts of 2-methoxyethanol was hydrogenated at normal pressure and at 50° C. with 3 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 22.5 parts (100%) of ethyl [2-[4-[[1-[(4-aminophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]carbamate as a residue (170).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-225e4d857ba24261a15a7a3e27e790cb
Source dataset
uspto-grants-1987_01
Patent number
US04634704

Reaction notes

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