Potassium Carbonate → HCID 58367548, compound

HRID 729481Notes

Reaction equation

HRID 729481 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.Cl.[Br:13][C:14]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:15]=1[O:16][CH:17]1[CH2:20][NH:19][CH2:18]1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Br:13][C:14]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:15]=1[O:16][CH:17]1[CH2:20][N:19]([C:2]2[N:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=2)[CH2:18]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 406081Methyl 5-chloropyrazine-2-carboxylateHCID 67300218Azetidine, 3-(2-bromo-5-fluorophenoxy)-, hydrochloride (1:1)

Product 1

HCID 58367548HCID 58367548, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture of methyl 5-chloropyrazine-2-carboxylate (0.47 g, 2.7 mmol), 3-(2-bromo-5-fluorophenoxy)azetidine hydrochloride salt (0.80 g, 3.2 mmol) and potassium carbonate (0.75 g, 5.42 mmol) in dioxane (13 mL) was heated at 100° C. After a period of 4 h, the reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride. The organic phase was separated, dried over sodium sulfate, filtered and evaporated under reduced pressure. The resulting solid was taken in ether and filtered to give the title compound.

Workup

  1. customthe reaction mixture was partitioned between ethyl acetate and saturated ammonium chloride
  2. customThe organic phase was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. filtrationfiltered

Sources & evidence

ORD record
ord-7f498345315d4f1f8831d0c245547db4
Source dataset
uspto-grants-2009_09
Patent number
US07582633B2

Reaction notes

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