N-bromobutanimide → HCID 66599141, compound

HRID 1893425Notes

Reaction equation

HRID 1893425 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([N:11]1[CH2:16][CH2:15][N:14]2[CH:17]=[CH:18][N:19]=[C:13]2[CH2:12]1)=[O:10].C1C(=O)N([Br:27])C(=O)C1>CN(C)C=O>[Br:27][C:17]1[N:14]2[CH2:15][CH2:16][N:11]([C:9]([C:3]3[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=3[Cl:1])=[O:10])[CH2:12][C:13]2=[N:19][CH:18]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 66599134HCID 66599134, compound

Product 1

HCID 66599141HCID 66599141, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

7-[(2-Chloro-4-fluorophenyl)carbonyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (I21) (300 mg, 1.073 mmol) was dissolved in N,N-dimethylformamide (DMF) (2 mL) and treated with NBS (200 mg, 1.126 mmol). The solution was stirred at 25° C. for 16 h. The solvents were removed in vacuo and the residue purified by MDAP (High pH method) to afford desired product in 210 mg.

Workup

  1. customThe solvents were removed in vacuo
  2. customthe residue purified by MDAP (High pH method)

Sources & evidence

ORD record
ord-d860eb665a5b4906bb1100a78af10009
Source dataset
uspto-grants-2013_08
Patent number
US08513248B2

Reaction notes

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