Potassium Carbonate → HCID 67401011, compound

HRID 1186373Notes

Reaction equation

HRID 1186373 reaction equation
[CH:1]1([CH2:4][N:5]2[C:9]([CH:10]=[O:11])=[CH:8][N:7]=[CH:6]2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[F:18][C:19]([Si](C)(C)C)([F:21])[F:20]>CN(C)C=O>[CH:1]1([CH2:4][N:5]2[C:9]([CH:10]([OH:11])[C:19]([F:21])([F:20])[F:18])=[CH:8][N:7]=[CH:6]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 66146991HCID 66146991, compound

Product 1

HCID 67401011HCID 67401011, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 1-(cyclopropylmethyl)-1H-imidazole-5-carbaldehyde (212 mg, 1.41 mmol) dissolved in N,N-dimethylformamide (4.2 mL), potassium carbonate (39 mg, 0.28 mmol) and (trifluoromethyl)trimethylsilane (0.626 mL, 4.23 mmol), the mixture was stirred and reacted at room temperature for 2 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=12/1) was performed to give 1-[1-(cyclopropylmethyl)-1H-imidazol-5-yl]-2,2,2-trifluoroethanol (Compound DW) (206 mg, yield: 66%).

Workup

  1. customreacted at room temperature for 2 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=12/1)

Sources & evidence

ORD record
ord-6d0cfe2ae0ca44aa9a1a16c6275264ce
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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