Potassium Carbonate → HCID 67324352, compound

HRID 1397425Notes

Reaction equation

HRID 1397425 reaction equation
C([O-])([O-])=O.[K+].[K+].[C:7]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[O:16][CH:17]=[C:18]([CH2:20][CH2:21][NH:22]C(=O)C(F)(F)F)[N:19]=2)=[CH:11][CH:10]=1)#[N:8]>CO.O>[NH2:22][CH2:21][CH2:20][C:18]1[N:19]=[C:15]([C:12]2[CH:13]=[CH:14][C:9]([C:7]#[N:8])=[CH:10][CH:11]=2)[O:16][CH:17]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86677597HCID 86677597, compound

Product 1

HCID 67324352HCID 67324352, compoundYield 76.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

K2CO3 (0.20 g, 1.45 mmol) was added portionwise to a solution of N-(2-(2-(4-cyanophenyl)oxazol-4-yl)ethyl)-2,2,2-trifluoroacetamide (0.15 g, 0.49 mmol) in dry methanol:water (10 mL, 7:3 v/v). The reaction mixture was stirred at room temperature for 3 h and then diluted with water. The crude product was extracted with chloroform. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to get 4-(4-(2-aminoethyl)oxazol-2-yl)benzonitrile (80 mg), which was used for the next step without further purification. MS (ESI) m/z: Calculated for C12H11N3O: 213.09. found: 214.0 (M+H)+.

Workup

  1. extractionThe crude product was extracted with chloroform
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-5438818593d14894923e9412033996f4
Source dataset
uspto-grants-2014_12
Patent number
US08901156B2

Reaction notes

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