1-Methylhomopiperazine → HCID 13656993, compound

HRID 746215Notes

Reaction equation

HRID 746215 reaction equation
[CH3:1][N:2]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Cl[CH2:10][C:11]1[N:15]([CH2:16][CH2:17][O:18][CH2:19][CH3:20])[C:14]2[CH:21]=[CH:22][CH:23]=[CH:24][C:13]=2[N:12]=1>>[CH2:19]([O:18][CH2:17][CH2:16][N:15]1[C:14]2[CH:21]=[CH:22][CH:23]=[CH:24][C:13]=2[N:12]=[C:11]1[CH2:10][N:5]1[CH2:6][CH2:7][CH2:8][N:2]([CH3:1])[CH2:3][CH2:4]1)[CH3:20]

Participants

3

Reactant 2

HCID 2283491-MethylhomopiperazineHCID 13656984HCID 13656984, compound

Product 1

HCID 13656993HCID 13656993, compoundYield 69.7%

Procedure

In the same manner as described in Example 3, N-methylhomopiperazine (2.6 g) and 2-chloromethyl-1-(2-ethoxyethyl)benzimidazole (2.38 g) obtained in the same manner as described in Reference Example 3 are reacted to give 1-(2-ethoxyethyl)-2-(4-methyl-1-homopiperazinyl)methylbenzimidazole (2.2 g) as a pale yellow liquid. This liquid is treated with fumaric acid (1.63 g), and the crude crystal thus obtained is recrystallized from a mixed solvent of ethyl acetate-ethanol to give 1-(2-ethoxyethyl)-2-(4-methyl-1-homopiperazinyl)methylbenzimidazole 3/2 fumarate semihydrate (2.2 g) as colorless prisms, m.p. 119°-121.5° C.

Workup

  1. customobtained in the same manner
  2. customare reacted

Sources & evidence

ORD record
ord-50170243cead4b0d962a80f51e210c0b
Source dataset
uspto-grants-1986_07
Patent number
US04603130

Reaction notes

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