HCID 67365154, compound → HCID 67364890, compound

HRID 245705Notes

Reaction equation

HRID 245705 reaction equation
Cl.[CH3:2][C:3]1[C:4]2[N:5]([C:9]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[N:10][CH:11]=2)[CH:6]=[CH:7][N:8]=1>CO>[CH3:2][C:3]1[C:4]2[N:5]([C:9]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[N:10][CH:11]=2)[CH:6]=[CH:7][N:8]=1

Participants

3

Reactant 1

HCID 67365154HCID 67365154, compound

Product 1

HCID 67364890HCID 67364890, compoundYield 76.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 8-methyl-3-(piperazin-1-yl)imidazo[1,5-a]pyrazine hydrochloride (299 mg) in methanol was added a small amount of Si-Carbonate (Silicycle, Loading 0.7 mmol/g) and the solvent was removed under vacuum. The residue was put on a column with Si-carbonate (3 g), eluted with dichloromethane/methanol (4:1) to give 8-methyl-3-(piperazin-1-yl)imidazo[1,5-a]pyrazine (196 mg). The latter compound (50 mg) was transformed into 1-(4-(4-(8-methylimidazo[1,5-a]pyrazin-3-yl)piperazin-1-yl)piperidin-1-yl)ethanone (99 mg) according to the procedure described in example 2 step 2b and purification by column chromatography (silica gel; gradient dichloromethane to dichloromethane/methanol 85/15).

Workup

  1. customthe solvent was removed under vacuum
  2. washeluted with dichloromethane/methanol (4:1)

Sources & evidence

ORD record
ord-882d1ef5b1d54a7c8d69eb61e8027279
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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