Potassium Carbonate → HCID 58886656, compound

HRID 494718Notes

Reaction equation

HRID 494718 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]([C:11]1[C:12]([NH:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:29]=2[F:35])=[C:13]([F:26])[C:14]2[N:15]([C:17]([C:20]#[C:21][Si](C)(C)C)=[CH:18][N:19]=2)[CH:16]=1)=[O:10]>CO.C(OCC)(=O)C>[CH3:7][O:8][C:9]([C:11]1[C:12]([NH:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][C:29]=2[F:35])=[C:13]([F:26])[C:14]2[N:15]([C:17]([C:20]#[CH:21])=[CH:18][N:19]=2)[CH:16]=1)=[O:10]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 58886657HCID 58886657, compound

Product 1

HCID 58886656HCID 58886656, compoundYield 65%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Potassium carbonate (70 mg, 0.51 mmol) was added to a solution of 8-fluoro-7-(2-fluoro-4-methylphenylamino)-3-trimethylsilanylethynylimidazo[1,2-a]pyridine-6-carboxylic acid methyl ester in MeOH (5 mL) and stirred at room temperature for two hours. The mixture was diluted with ethyl acetate, washed with brine (2×), dried over Na2SO4 and concentrated to a brown residue. Flash column chromatography (dichloromethane to 80:1 dichloromethane/MeOH) provided the desired product (16 mg, 65%) as a yellow liquid. MS APCI (+) m/z 342 (M+1) detected.

Workup

  1. washwashed with brine (2×)
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated to a brown residue

Sources & evidence

ORD record
ord-f783df6a8e14441aa7dfa8e0cc5b570b
Source dataset
uspto-grants-2009_05
Patent number
US07538120B2

Reaction notes

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