Hydrochloric Acid → HCID 178432911, compound

HRID 245728Notes

Reaction equation

HRID 245728 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C@H:12]2[CH2:17][CH2:16][C@H:15]([N:18]3[CH2:23][CH2:22][N:21](C(=O)C)[CH2:20][CH2:19]3)[CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([CH3:11])[C:6]=12.[ClH:27]>C(O)C>[ClH:27].[Br:1][C:2]1[N:3]=[C:4]([C@H:12]2[CH2:13][CH2:14][C@H:15]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[CH2:16][CH2:17]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([CH3:11])[C:6]=12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178473908HCID 178473908, compound

Product 1

HCID 178432911HCID 178432911, compoundYield 125%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 1-(4-((trans)-4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)cyclohexyl)piperazin-1-yl)ethanone (0.108 mmol, 45.4 mg) in ethanol was added 2 M hydrochloric acid (4.32 mmol, 2.16 ml) and stirred at reflux for four hours. The reaction mixture was cooled, concentrated in vacuo, coevaporated with toluene twice and washed with dichloromethane twice to give 1-bromo-8-methyl-3-((trans)-4-(piperazin-1-yl)cyclohexyl)imidazo[1,5-a]pyrazine hydrochloride (56 mg) product which was used without further purification.

Workup

  1. temperatureat reflux for four hours
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated in vacuo
  4. washwashed with dichloromethane twice

Sources & evidence

ORD record
ord-457ff83e13224c1996ebbaa340226cce
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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