N-[1-(2-aminoethyl)-4-piperidinyl]-1-(4-fluorophenylmethyl)-1H-benzimidazol-2-amine → HCID 70382003, compound

HRID 979925Notes

Reaction equation

HRID 979925 reaction equation
[IH:1].[CH3:2][O:3][CH:4]([O:12][CH3:13])[CH2:5][NH:6][C:7](SC)=[N:8][CH3:9].[NH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([NH:23][C:24]2[N:28]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[C:27]3[CH:37]=[CH:38][CH:39]=[CH:40][C:26]=3[N:25]=2)[CH2:19][CH2:18]1>CC(O)C>[IH:1].[CH3:2][O:3][CH:4]([O:12][CH3:13])[CH2:5][NH:6][C:7]([NH:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([NH:23][C:24]2[N:28]([CH2:29][C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[C:27]3[CH:37]=[CH:38][CH:39]=[CH:40][C:26]=3[N:25]=2)[CH2:19][CH2:18]1)=[N:8][CH3:9]

Participants

4

Reactant 2

HCID 12891741N-[1-(2-aminoethyl)-4-piperidinyl]-1-(4-fluorophenylmethyl)-1H-benzimidazol-2-amineHCID 19377717HCID 19377717, compound

Product 1

HCID 70382003HCID 70382003, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 12.8 parts of methyl N-(2,2-dimethoxyethyl)-N'-methylcarbamimidothioate monohydroiodide, 13.2 parts of N-[1-(2-aminoethyl)-4-piperidinyl]-1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-amine and 160 parts of 2-propanol was stirred and refluxed overnight. The reaction mixture was evaporated, yielding 23 parts (99%) of N-(2,2-dimethoxyethyl)-N'-[2-[4[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinyl]ethyl]-N"-methylguanidine monohydroiodide (195).

Workup

  1. temperaturerefluxed overnight
  2. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-b10f435a49414934b004efb510091f65
Source dataset
uspto-grants-1987_01
Patent number
US04634704

Reaction notes

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