Potassium Carbonate → HCID 67402175, compound

HRID 1186374Notes

Reaction equation

HRID 1186374 reaction equation
[CH:1]1([CH2:4][N:5]2[CH:9]=[C:8]([CH:10]=[O:11])[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[CH:9]=[C:8]([CH:10]([OH:11])[C:19]([F:21])([F:20])[F:18])[N:7]=[CH:6]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 86657935HCID 86657935, compound

Product 1

HCID 67402175HCID 67402175, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 1-(cyclopropylmethyl)-1H-imidazole-4-carbaldehyde (133 mg, 0.886 mmol) obtained in Step 1 of Reference Example 8-49 and dissolved in N,N-dimethylformamide (2.7 mL), potassium carbonate (24 mg, 0.18 mmol) and (trifluoromethyl)trimethylsilane (0.196 mL, 1.33 mmol), the mixture was stirred and reacted at room temperature for 2 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=15/1) was performed to give 1-(1-(cyclopropylmethyl)-1H-imidazol-4-yl)-2,2,2-trifluoroethanol (Compound DX) (85.2 mg, yield: 44%).

Workup

  1. customreacted at room temperature for 2 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

Sources & evidence

ORD record
ord-d4137d6ffea64c7494391d501df50adc
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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