Triethylamine → HCID 59323470, compound

HRID 2390073Notes

Reaction equation

HRID 2390073 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([CH2:9][OH:10])[CH:6]=[CH:5][N:4]=1)[CH3:2].C(N(CC)CC)C.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>ClCCl>[CH2:1]([C:3]1[CH:8]=[C:7]([CH2:9][O:10][S:19]([CH3:18])(=[O:21])=[O:20])[CH:6]=[CH:5][N:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 9964106(2-Ethylpyridin-4-yl)methanol

Product 1

HCID 59323470HCID 59323470, compoundYield 36.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 82 mg of 2-ethyl-4-hydroxymethylpyridine and 79 mg of triethylamine in dichloromethane (2 mL) was added 82 mg of methanesulfonyl chloride, followed by stirring at room temperature for 1 hour. It was purified by PLC (chloroform:methanol=10:1), dissolved in ethyl acetate, washed with an aqueous sodium bicarbonate solution and then with brine and then dried over anhydrous sodium sulfate, and the solvent was removed by evaporation to obtain 47 mg (yield 36%) of a title compound as a yellow oily substance.

Workup

  1. customIt was purified by PLC (chloroform:methanol=10:1)
  2. dissolutiondissolved in ethyl acetate
  3. washwashed with an aqueous sodium bicarbonate solution
  4. dry with materialwith brine and then dried over anhydrous sodium sulfate
  5. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-81ec05c99a6548638e25879b11a9efbb
Source dataset
uspto-grants-2012_09
Patent number
US08273766B2

Reaction notes

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