Potassium Carbonate → HCID 59311575, compound

HRID 1693325Notes

Reaction equation

HRID 1693325 reaction equation
[N:1]1[NH:2][C:3]2[C:12]3[C:11]=1[CH2:10][CH2:9][S:8][C:7]=3[N:6]=[C:5]([NH2:13])[N:4]=2.Cl.Cl[CH2:16][C:17]1[CH:26]=[CH:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[N:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:25]=[CH:26][C:17]=1[CH2:16][N:2]1[C:3]2[C:12]3[C:11]([CH2:10][CH2:9][S:8][C:7]=3[N:6]=[C:5]([NH2:13])[N:4]=2)=[N:1]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 30838232-(Chloromethyl)quinoline hydrochlorideHCID 178508146HCID 178508146, compound

Product 1

HCID 59311575HCID 59311575, compoundYield 36.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture composed of the above 7,8-dihydro-2H-6-thia-1,2,3,5-tetraazaacenaphthylen-4-amine (30 mg), 2-(chloromethyl)quinoline hydrochloride (51 mg), potassium carbonate (98 mg) and dimethylformamide (1 mL) was stirred at 60° C. overnight. The insoluble matter was separated off by filtration, and then the solvent was evaporated in a nitrogen stream. The residue was purified by reversed phase liquid chromatography (acetonitrile-formic acid) to obtain the title compound (19 mg, 35%) as an amorphous.

Workup

  1. customThe insoluble matter was separated off by filtration
  2. customthe solvent was evaporated in a nitrogen stream
  3. customThe residue was purified by reversed phase liquid chromatography (acetonitrile-formic acid)

Sources & evidence

ORD record
ord-6aaf85c750e84e1596085b123eb60258
Source dataset
uspto-grants-2012_04
Patent number
US08158638B2

Reaction notes

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