p-Toluenesulfonic acid monohydrate → HCID 11992144, compound

HRID 501409Notes

Reaction equation

HRID 501409 reaction equation
[CH2:1]([N:5]1[C:13]2[C:12](=[O:14])[N:11]([CH3:15])[N:10]=[CH:9][C:8]=2[N:7]=[C:6]1[N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[C:2]#[C:3][CH3:4].O.[C:23]1([CH3:33])[CH:28]=[CH:27][C:26]([S:29]([OH:32])(=[O:31])=[O:30])=[CH:25][CH:24]=1>C(O)C>[C:23]1([CH3:33])[CH:24]=[CH:25][C:26]([S:29]([OH:32])(=[O:30])=[O:31])=[CH:27][CH:28]=1.[CH2:1]([N:5]1[C:13]2[C:12](=[O:14])[N:11]([CH3:15])[N:10]=[CH:9][C:8]=2[N:7]=[C:6]1[N:16]1[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]1)[C:2]#[C:3][CH3:4]

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 11483044HCID 11483044, compound

Product 1

HCID 11992144HCID 11992144, compoundYield 96.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

98.7 mg of 3-(2-butynyl)-5-methyl-2-(piperazin-1-yl)-3,5-dihydroimidazo[4,5-d]pyridazin-4-one was dissolved in 1 ml of ethanol, and then 1 ml of an ethanol solution of 101 mg of p-toluenesulfonic acid monohydrate was added thereto while the solution was being stirred. The mixture was cooled with ice for two hours while being stirred. The precipitate was collected by filtration, and then dried under reduced pressure at 50° C. for one hour to give 153.2 mg of the title compound.

Workup

  1. temperatureThe mixture was cooled with ice for two hours
  2. stirringwhile being stirred
  3. filtrationThe precipitate was collected by filtration
  4. customdried under reduced pressure at 50° C. for one hour

Sources & evidence

ORD record
ord-c06d8fa9660147fe9288b45c6700935c
Source dataset
uspto-grants-2010_08
Patent number
US07772226B2

Reaction notes

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