N-bromobutanimide → HCID 70979087, compound

HRID 1852255Notes

Reaction equation

HRID 1852255 reaction equation
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][C:3]=1[O:13][CH3:14].C1C(=O)N([Br:22])C(=O)C1>C(#N)C>[Br:22][C:6]1[C:5]2[C:10](=[CH:11][C:2]([F:1])=[C:3]([O:13][CH3:14])[CH:4]=2)[C:9](=[O:12])[NH:8][CH:7]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 218898267-FLUORO-6-METHOXYISOQUINOLIN-1(2H)-ONE

Product 1

HCID 70979087HCID 70979087, compoundYield 59.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 7-fluoro-6-methoxyisoquinolin-1(2H)-one (1.5 g, 7.7 mmol) in acetonitrile (3 ml) was added NBS (1.382 g, 7.7 mmol) at room temperature under argon atmosphere. The reaction mass was stirred at the same temperature for 2 h. The reaction mass was cooled to room temperature and precipitated solid was filtered to get crude compound (1.25 g, 59.2%). The crude compound was taken to the next step without further purification. 1H NMR (400 MHz, DMSO-d6): δ ppm 11.59 (s, 1H), 7.93-7.91 (d, J=8 Hz, 1H), 7.56 (s, 1H), 7.29-7.27 (d, J=8 Hz, 1H), 4.03 (s, 3H); MS: MS m/z 272.03 (M++2).

Workup

  1. customprecipitated solid
  2. filtrationwas filtered

Sources & evidence

ORD record
ord-f6851983b5a2420d9e7166b4692a1944
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

Loading…