Water → HCID 67364424, compound

HRID 245704Notes

Reaction equation

HRID 245704 reaction equation
[CH3:1][C:2]1[C:3]2[N:4]([C:8]([N:11]3[CH2:16][CH2:15][N:14]([C:17](=[O:19])[CH3:18])[CH2:13][CH2:12]3)=[N:9][CH:10]=2)[CH:5]=[CH:6][N:7]=1.[Br:20]N1C(=O)CCC1=O.O>ClCCl>[Br:20][C:10]1[N:9]=[C:8]([N:11]2[CH2:16][CH2:15][N:14]([C:17](=[O:19])[CH3:18])[CH2:13][CH2:12]2)[N:4]2[CH:5]=[CH:6][N:7]=[C:2]([CH3:1])[C:3]=12

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 67363169HCID 67363169, compound

Product 1

HCID 67364424HCID 67364424, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 1-(4-(8-methylimidazo[1,5-a]pyrazin-3-yl)piperazin-1-yl)ethanone (0.208 mmol, 54 mg) in dichloromethane (1 ml) at room temperature was added N-bromosuccinimide (0.208 mmol, 37.1 mg). After stirring at room temperature for 5 minutes water was added and the mixture extracted three times with dichloromethane. The combined organic extracts were dried over a phase separation filter and concentrated in vacuo to give 1-(4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)piperazin-1-yl)ethanone (62 mg).

Workup

  1. additionwas added
  2. extractionthe mixture extracted three times with dichloromethane
  3. customThe combined organic extracts were dried over a phase separation
  4. filtrationfilter
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-08abc26d038f44379f03be3c13652802
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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