Potassium Carbonate → HCID 13615349, compound

HRID 1186378Notes

Reaction equation

HRID 1186378 reaction equation
[CH3:1][N:2]1[C:6]([CH:7]=[O:8])=[CH:5][N:4]=[C:3]1[CH3:9].C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]([Si](C)(C)C)([F:19])[F:18]>CN(C)C=O>[CH3:1][N:2]1[C:6]([CH:7]([OH:8])[C:17]([F:19])([F:18])[F:16])=[CH:5][N:4]=[C:3]1[CH3:9]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 31596101,2-dimethyl-1H-imidazole-5-carbaldehyde

Product 1

HCID 13615349HCID 13615349, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 1,2-dimethyl-1H-imidazole-5-carbaldehyde (125 mg, 1.01 mmol) dissolved in N,N-dimethylformamide (2.5 mL), potassium carbonate (28 mg, 0.20 mmol) and (trifluoromethyl)trimethylsilane (0.358 mL, 2.42 mmol), the mixture was stirred and reacted at a temperature of room temperature to 50° C. for 2.8 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=15/1) was performed to give 1-(1,2-dimethyl-1H-imidazol-5-yl)-2,2,2-trifluoroethanol (Compound DZ) (115 mg, yield: 59%).

Workup

  1. customreacted at a temperature of room temperature to 50° C. for 2.8 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

Sources & evidence

ORD record
ord-653d8b6038654feea2d9d979280cc39d
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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