Potassium Carbonate → HCID 59333283, compound

HRID 1893452Notes

Reaction equation

HRID 1893452 reaction equation
C[Si]([C:5]#[C:6][C:7]1[N:11]2[C:12]3[C:17]([N:18]=[C:19]([NH:20][CH2:21][CH2:22][CH2:23][OH:24])[C:10]2=[N:9][CH:8]=1)=[CH:16][C:15]([C:25]([F:28])([F:27])[F:26])=[CH:14][CH:13]=3)(C)C.C(=O)([O-])[O-].[K+].[K+]>ClCCl.CO.[Cl-].[Na+].O>[C:6]([C:7]1[N:11]2[C:12]3[C:17]([N:18]=[C:19]([NH:20][CH2:21][CH2:22][CH2:23][OH:24])[C:10]2=[N:9][CH:8]=1)=[CH:16][C:15]([C:25]([F:26])([F:27])[F:28])=[CH:14][CH:13]=3)#[CH:5]

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 59333319HCID 59333319, compound

Product 1

HCID 59333283HCID 59333283, compoundYield 91.2%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent2×HCID 57417360Sodium chloride; waterSolvent

Procedure

To a solution of 3-({1-[(trimethylsilyl)ethynyl]-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl}amino)propan-1-ol (80 mg, 0.20 mmol) in dichloromethane (1 mL) and methanol (1 mL) was added potassium carbonate (136 mg, 0.98 mmol). The heterogeneous mixture was stirred under argon at room temperature for 1 h and then diluted with brine and dichloromethane. The organic layer was washed three times with brine and the combined aqueous layers were extracted three times with dichoromethane. The combined organic extracts were dried over sodium sulfate, filtered and evaporated to afford the title compound (61 mg, 91%) as a yellow solid. The crude product was used without further purification.

Workup

  1. washThe organic layer was washed three times with brine
  2. extractionthe combined aqueous layers were extracted three times with dichoromethane
  3. dry with materialThe combined organic extracts were dried over sodium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-90a3c6abbcf4414c871a80022d89ccb1
Source dataset
uspto-grants-2013_08
Patent number
US08513250B2

Reaction notes

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