N-bromobutanimide → HCID 58494211, compound

HRID 1950792Notes

Reaction equation

HRID 1950792 reaction equation
[CH3:1][S:2][C:3]1[N:4]=[C:5]([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=2)[C:6]2[C:12](=[O:13])[NH:11][CH:10]=[CH:9][C:7]=2[N:8]=1.[Br:25]N1C(=O)CCC1=O>CN(C=O)C>[Br:25][C:9]1[C:7]2[N:8]=[C:3]([S:2][CH3:1])[N:4]=[C:5]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:24])[F:23])[CH:16]=3)[C:6]=2[C:12](=[O:13])[NH:11][CH:10]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 58494179HCID 58494179, compound

Product 1

HCID 58494211HCID 58494211, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 20 mL reaction vessel was charged with 2-(methylthio)-4-(3-(trifluoromethyl)phenylamino)pyrido[4,3-d]pyrimidin-5(6H)-one (135 mg, 0.38 mmol), and N-bromosuccinimide (68 mg, 0.38 mmol) in 7 mL dry DMF. The reaction mixture was stirred at room temperature for 2 hours. The solvent was removed under reduced pressuring yielding yellow residue. The residue was recrystallized from acetonitrile providing yellow solid (100 mg, 74%). MS m/z: 431, 433 (M+H)+.

Workup

  1. customA 20 mL reaction vessel
  2. customThe solvent was removed
  3. customyielding yellow residue
  4. customThe residue was recrystallized from acetonitrile providing yellow solid (100 mg, 74%)

Sources & evidence

ORD record
ord-ffe4c3eabbe34e519466e4880f9be493
Source dataset
uspto-grants-2013_03
Patent number
US08404677B2

Reaction notes

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