4-Iodopyrazole → HCID 21707090, compound

HRID 1454940Notes

Reaction equation

HRID 1454940 reaction equation
C(N(C(C)C)CC)(C)C.[CH3:10][Si:11]([CH2:14][CH2:15][O:16][CH2:17]Cl)([CH3:13])[CH3:12].[I:19][C:20]1[CH:21]=[N:22][NH:23][CH:24]=1>C(Cl)Cl>[I:19][C:20]1[CH:21]=[N:22][N:23]([CH2:17][O:16][CH2:15][CH2:14][Si:11]([CH3:13])([CH3:12])[CH3:10])[CH:24]=1

Participants

5

Reactant 3

HCID 770224-IodopyrazoleHCID 81531DiisopropylethylamineHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl ether

Product 1

HCID 21707090HCID 21707090, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under argon, diisopropylethylamine (DIEA, 1.75 ml, 10 mmol) and trimethylsilylethoxymethyl chloride (SEMCl, 1.83 ml, 10 mmol) are added to a solution of 4-iodopyrazole (1.94 g, 10 mmol) in CH2Cl2 (100 ml). The mixture is stirred overnight at room temperature. The solvent is evaporated under vacuum. The residue is taken up in a diethyl ether/water mixture. The organic phase after drying and evaporation gives a colourless oil which is purified by eluting on silica gel with an AcOEt/CH2Cl2 (5/95) mixture.

Workup

  1. customThe solvent is evaporated under vacuum
  2. customThe organic phase after drying
  3. customevaporation
  4. customgives a colourless oil which
  5. customis purified
  6. washby eluting on silica gel with an AcOEt/CH2Cl2 (5/95) mixture

Sources & evidence

ORD record
ord-facc476f0acf48069f3aacac943f27f0
Source dataset
uspto-grants-2009_01
Patent number
US07482342B2

Reaction notes

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