Chlorosuccinimide → 2,3-Dichloro-7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

HRID 1893431Notes

Reaction equation

HRID 1893431 reaction equation
[Cl:1][C:2]1[N:6]2[CH2:7][CH2:8][N:9]([C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[C:14]=3[Cl:23])=[O:12])[CH2:10][C:5]2=[N:4][CH:3]=1.C1C(=O)N([Cl:31])C(=O)C1>CN(C)C=O>[Cl:31][C:3]1[N:4]=[C:5]2[CH2:10][N:9]([C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:21])([F:22])[F:20])[C:14]=3[Cl:23])=[O:12])[CH2:8][CH2:7][N:6]2[C:2]=1[Cl:1]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 497855433-Chloro-7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Product 1

HCID 497855452,3-Dichloro-7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Chloro-7-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine (E43) (300 mg, 0.824 mmol) and NCS (121 mg, 0.906 mmol) were stirred at RT for 16 h in N,N-dimethylformamide (DMF) (2 mL). Solvents were concentrated in vacuo and the residue purified by MDAP to afford desired product in 145 mg.

Workup

  1. concentrationSolvents were concentrated in vacuo
  2. customthe residue purified by MDAP

Sources & evidence

ORD record
ord-428c3e5764c844219c9e53aa2881c74c
Source dataset
uspto-grants-2013_08
Patent number
US08513248B2

Reaction notes

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