Bromine → HCID 15524325, compound

HRID 2181346Notes

Reaction equation

HRID 2181346 reaction equation
[Br:1]Br.[CH3:3][N:4]1[C:9](=[O:10])[C:8]2[CH:11]=[CH:12][S:13][C:7]=2[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:5]1=[O:18]>ClCCl>[Br:1][C:12]1[S:13][C:7]2[N:6]([CH2:14][CH:15]([CH3:16])[CH3:17])[C:5](=[O:18])[N:4]([CH3:3])[C:9](=[O:10])[C:8]=2[CH:11]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 52825273-Methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 15524325HCID 15524325, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Bromine (2.79 ml) in dry dichloromethane (25 ml) was added dropwise to a solution of 3-methyl-1-(2-methylpropyl)-thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (12.0 g, WO 98/54190) in dry dichloromethane (100 ml) and stirred at room temperature for 30 minutes. The solution was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and washed with sodium metabisulfite solution. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give the sub-title compound as a cream solid. (15.85 g)

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with sodium metabisulfite solution
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fe402f3bd8d64422bbc22a3f38da9c5a
Source dataset
uspto-grants-2005_05
Patent number
US06890923B2

Reaction notes

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