1-Methylpiperazine → HCID 19829973, compound

HRID 1493565Notes

Reaction equation

HRID 1493565 reaction equation
[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[N:10]=[C:9]1Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>C(Cl)(Cl)Cl>[CH2:1]([N:8]1[C:12]2=[N:13][CH:14]=[CH:15][CH:16]=[C:11]2[N:10]=[C:9]1[N:22]1[CH2:23][CH2:24][N:19]([CH3:18])[CH2:20][CH2:21]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 10847849HCID 10847849, compound

Product 1

HCID 19829973HCID 19829973, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Grams 2.5 3-benzyl-2-chloro-3H-imidazo[4,5-b]pyridine and 4 ml N-methylpiperazine are heated at 130°-140° C. for 2 hours, then it is cooled, taken up with a few milliliters of chloroform, and separated by chromatography on silica gel column, first eluting with chloroform and then with chloroform:methyl alcohol (95:5). Therefore it is obtained 1 g 3-benzyl-2-(4-methylpiperazin-1-yl)-3H-imidazo[4,5-b]pyridine, which is dissolved in 5 ml absolute ethyl alcohol and added to a solution of 0.8 g fumaric acid in 15 ml absolute ethyl alcohol. It is kept under stirring overnight, the crystallized solid is separated and washed with absolute ethyl alcohol to obtain 0.8 g 3-benzyl-2-(4-methylpiperazin-1-yl)-3H-imidazo[4,5-b]pyridine fumarate melting at 165°-166° C.

Workup

  1. temperatureit is cooled
  2. customseparated by chromatography on silica gel column
  3. washfirst eluting with chloroform

Sources & evidence

ORD record
ord-4a6cfdc9bd1d4611a497fbc0dbc0bc3b
Source dataset
uspto-grants-1991_06
Patent number
US05023256

Reaction notes

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