Hydrochloric Acid → HCID 67364214, compound

HRID 245699Notes

Reaction equation

HRID 245699 reaction equation
[CH3:1][C:2]1[C:3]2[N:4]([C:8]([CH:11]3[CH2:16][CH2:15][N:14](C(OCC4C=CC=CC=4)=O)[CH2:13][CH2:12]3)=[N:9][CH:10]=2)[CH:5]=[CH:6][N:7]=1.Cl>O>[CH3:1][C:2]1[C:3]2[N:4]([C:8]([CH:11]3[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]3)=[N:9][CH:10]=2)[CH:5]=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67363711HCID 67363711, compound

Product 1

HCID 67364214HCID 67364214, compoundYield 115.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzyl 4-(8-methylimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate (3.71 mmol, 1.30 g) was dissolved in 37% hydrochloric acid (240 mmol, 20 ml). The reaction mixture was stirred at room temperature for two hours, then poured in water and washed twice with diethyl ether. The aqueous layer was concentrated in vacuo and co-evaporated with toluene and ethanol. The residue was dissolved in methanol and eluted twice over a column of Si-Carbonate (Silicycle, Loading 0.7 mmol/g) to give 8-methyl-3-(piperidin-4-yl)imidazo[1,5-a]pyrazine (0.93 g).

Workup

  1. washwashed twice with diethyl ether
  2. concentrationThe aqueous layer was concentrated in vacuo and co-evaporated with toluene and ethanol
  3. dissolutionThe residue was dissolved in methanol
  4. washeluted twice over a column of Si-Carbonate (Silicycle, Loading 0.7 mmol/g)

Sources & evidence

ORD record
ord-5dff9e44bb404e3db1d2836630bc420f
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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