Diisopropylethylamine → Isohexane ethyl acetate

HRID 2217987Notes

Reaction equation

HRID 2217987 reaction equation
BrC1N=[C:4]([O:18]C)[C:5](NS(C2S[C:14](Cl)=[CH:15][CH:16]=2)(=O)=O)=NC=1.C(N([CH:26]([CH3:28])[CH3:27])CC)(C)C.ClC[O:31]CC[Si](C)(C)C>ClCCl>[C:4]([O:18][CH2:26][CH3:28])(=[O:31])[CH3:5].[CH3:14][CH2:15][CH2:16][CH:26]([CH3:27])[CH3:28]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 10215932N-(5-Bromo-3-methoxy-2-pyrazinyl)-5-chloro-2-thiophenesulfonamide

Product 1

HCID 21882781Isohexane ethyl acetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture N-(5-Bromo-3-methoxy-2-pyrazinyl)-5-chloro-2-thiophenesulphonamide (Example 1) (0.40 g), diisopropylethylamine (0.26 g) and [2-(chloromethoxy)ethyl]trimethylsilane (0.25 g) in dichloromethane (50 mL) was stirred at room temperature. After 2 h, the solution was washed with water, dried (MgSO4) and evaporated. Chromatography on silica gel eluting with ethyl acetate/isohexane mixtures gave the title compounds a white solid (0.40 g).

Workup

  1. washthe solution was washed with water
  2. dry with materialdried (MgSO4)
  3. customevaporated

Sources & evidence

ORD record
ord-81affa6d75bf4397b4a55b36708a8a31
Source dataset
uspto-grants-2008_08
Patent number
US07410972B2

Reaction notes

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