Potassium Carbonate → HCID 59466567, compound

HRID 1186387Notes

Reaction equation

HRID 1186387 reaction equation
[Br:1][C:2]1[S:3][C:4]([CH:7]=[O:8])=[CH:5][N:6]=1.C(=O)([O-])[O-].[K+].[K+].[F:15][C:16]([Si](C)(C)C)([F:18])[F:17]>CN(C)C=O>[Br:1][C:2]1[S:3][C:4]([CH:7]([OH:8])[C:16]([F:18])([F:17])[F:15])=[CH:5][N:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 27732592-Bromo-1,3-thiazole-5-carbaldehyde

Product 1

HCID 59466567HCID 59466567, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 2-bromothiazole-5-carbaldehyde (500 mg, 2.60 mmol) dissolved in N,N-dimethylformamide (7.5 mL), potassium carbonate (72 mg, 0.52 mmol) and (trifluoromethyl)trimethylsilane (0.461 mL, 3.12 mmol), the mixture was stirred and reacted at room temperature for 1.7 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=40/1) was performed to give 1-(2-bromothiazol-5-yl)-2,2,2-trifluoroethanol (Compound EG) (265 mg, yield: 39%).

Workup

  1. customreacted at room temperature for 1.7 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=40/1)

Sources & evidence

ORD record
ord-2c3cfc09075c48c8af805936373d3846
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

Loading…