Hydrochloric Acid → HCID 67363964, compound

HRID 245690Notes

Reaction equation

HRID 245690 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([CH:12]2[CH2:17][CH2:16][N:15](C(OCC3C=CC=CC=3)=O)[CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([CH3:11])[C:6]=12.Cl>O>[Br:1][C:2]1[N:3]=[C:4]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([CH3:11])[C:6]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67363604HCID 67363604, compound

Product 1

HCID 67363964HCID 67363964, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzyl 4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate (0.471 mmol, 202 mg) was dissolved in 37% hydrochloric acid (32.9 mmol, 2.745 ml). The reaction mixture was stirred at room temperature for one hour. Water was added and the aqueous mixture washed twice with diethyl ether. The aqueous layer was basified with aqueous sodium hydroxide and extracted twice with dichloromethane. The combined organic extracts were dried (sodium sulfate) and concentrated in vacuo to give 1-bromo-8-methyl-3-(piperidin-4-yl)imidazo[1,5-a]pyrazine (100 mg).

Workup

  1. washthe aqueous mixture washed twice with diethyl ether
  2. extractionextracted twice with dichloromethane
  3. dry with materialThe combined organic extracts were dried (sodium sulfate)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1e95e8580bf243d6a5bcebdbea9396f0
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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