Potassium Carbonate → HCID 1931636, compound

HRID 1160116Notes

Reaction equation

HRID 1160116 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([SH:8])[C:5]([C:9]#[N:10])=[C:4]([S:11][CH3:12])[N:3]=1.Cl[CH2:14][C:15]([NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)=[O:16].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH2:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=2)=[O:16])[C:5]([C:9]#[N:10])=[C:4]([S:11][CH3:12])[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 7367442-chloro-N-[3-(trifluoromethyl)phenyl]acetamideHCID 178503513HCID 178503513, compound

Product 1

HCID 1931636HCID 1931636, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a 50 mL round-bottomed flask were added 2-amino-4-mercapto-6-(methylthio)-pyrimidine-5-carbonitrile (153 mg, 0.77 mmol, 1.0 eq.), 2-chloro-N-(3-trifluoromethyl-phenyl)acetamide (184 mg, 0.77 mmol), potassium carbonate (106 mg, 0.77 mmol) and acetone (10 mL). The reaction mixture was refluxed for 10 min. After removal of potassium carbonate by filtration, the reaction mixture was concentrated. Recrystallization from ether-ethyl acetate gave 240 mg (80%) of the title compound as a white solid.

Workup

  1. temperatureThe reaction mixture was refluxed for 10 min
  2. customAfter removal of potassium carbonate
  3. filtrationby filtration
  4. concentrationthe reaction mixture was concentrated
  5. customRecrystallization from ether-ethyl acetate

Sources & evidence

ORD record
ord-9678d542da0c40409aa8f45c6195bf8a
Source dataset
uspto-grants-2010_10
Patent number
US07816353B2

Reaction notes

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