Potassium Carbonate → HCID 18186483, compound

HRID 1357537Notes

Reaction equation

HRID 1357537 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([CH:9]1[O:11][CH2:10]1)Br.[NH:12]([C:19]1[C:24]([Br:25])=[CH:23][N:22]=[C:21]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][C:28]=2[F:34])[N:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CN(C=O)C>[NH:12]([C:19]1[C:24]([Br:25])=[CH:23][N:22]=[C:21]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:7][CH:9]3[O:11][CH2:10]3)=[CH:29][C:28]=2[F:34])[N:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 18186464HCID 18186464, compound

Product 1

HCID 18186483HCID 18186483, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Potassium carbonate (1.1 g, 8.01 mmol) and epibromohydrin (402 mg, 2.94 mmol) were added to a solution of 4-anilino-5-bromo-2-(2-fluoro-4-hydroxyanilino)pyrimidine (Method 5; 1.0 g, 2.67 mmol) in DMF (3 ml), and the suspension was stirred at room temperature for 16 hours. Volatile material was removed by evaporation and the residue was stirred vigorously in water. The solid remaining was collected by filtration and dried under vacuum to give the product (1.1 g, 98%). MS (MH+): 431.

Workup

  1. customVolatile material was removed by evaporation
  2. stirringthe residue was stirred vigorously in water
  3. filtrationThe solid remaining was collected by filtration
  4. customdried under vacuum

Sources & evidence

ORD record
ord-cd230450652b4414ae67d829e6e10630
Source dataset
uspto-grants-2003_07
Patent number
US06593326B1

Reaction notes

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