2-Bromo-2-methylpropionyl bromide → HCID 23502532, compound

HRID 1835047Notes

Reaction equation

HRID 1835047 reaction equation
[NH2:1][C:2]1[C:7]2[NH:8][C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([F:13])[C:3]=1[C:14]1[C:18]([Cl:19])=[C:17]([C:20]([F:23])([F:22])[F:21])[N:16]([CH3:24])[N:15]=1.[Br:25][C:26]([CH3:31])([CH3:30])[C:27](Br)=[O:28]>O1CCOCC1>[Br:25][C:26]([CH3:31])([CH3:30])[C:27]([NH:1][C:2]1[C:7]2[NH:8][C:9](=[O:12])[CH2:10][O:11][C:6]=2[CH:5]=[C:4]([F:13])[C:3]=1[C:14]1[C:18]([Cl:19])=[C:17]([C:20]([F:23])([F:22])[F:21])[N:16]([CH3:24])[N:15]=1)=[O:28]

Participants

4

Reactant 2

HCID 886852-Bromo-2-methylpropionyl bromideHCID 23502536HCID 23502536, compound

Product 1

HCID 23502532HCID 23502532, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5-Amino-7-fluoro-6-[4-chloro-1-methyl-5-(trifluoromethyl)-1H-pyrazol-3-yl]-2H-1,4-benzoxazine-3(4H)-one (1.0 g, 2.64 mmol) was dissolved in anhydrous dioxane (40 ml) and 2-bromoisobutyryl bromide (0.67 g, 2.91 mmol) was added. Solution was refluxed for 2 hr and solvent was then evaporated. The residue was triturated with ether to afford the title compound (1.02 g, 1.99 mmol).

Workup

  1. temperatureSolution was refluxed for 2 hr
  2. customsolvent was then evaporated
  3. customThe residue was triturated with ether

Sources & evidence

ORD record
ord-5135d6d12272419e9677b6056f0e5f55
Source dataset
uspto-grants-2004_08
Patent number
US06770596B1

Reaction notes

Loading…