Potassium Carbonate → HCID 66133110, compound

HRID 1186370Notes

Reaction equation

HRID 1186370 reaction equation
[CH2:1]([N:3]1[C:7]([CH:8]=[O:9])=[CH:6][N:5]=[CH:4]1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]([Si](C)(C)C)([F:19])[F:18]>CN(C)C=O>[CH2:1]([N:3]1[C:7]([CH:8]([OH:9])[C:17]([F:19])([F:18])[F:16])=[CH:6][N:5]=[CH:4]1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 31596723-ETHYL-3H-IMIDAZOLE-4-CARBALDEHYDE

Product 1

HCID 66133110HCID 66133110, compoundYield 47.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 1-ethyl-1H-imidazole-5-carbaldehyde (115 mg, 0.926 mmol) dissolved in N,N-dimethylformamide (2.3 mL), potassium carbonate (26 mg, 0.19 mmol) and (trifluoromethyl)trimethylsilane (0.300 mL, 2.04 mmol), the mixture was stirred and reacted at a temperature of room temperature to 50° C. for 6.8 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=10/1) was performed to give 1-(1-ethyl-1H-imidazol-5-yl)-2,2,2-trifluoroethanol (Compound DU) (84.7 mg, yield: 47%).

Workup

  1. customreacted at a temperature of room temperature to 50° C. for 6.8 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=10/1)

Sources & evidence

ORD record
ord-6451a0c4465d4409b2d41cb8c9cb45c3
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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