Triethylamine → HCID 18936845, compound

HRID 357161Notes

Reaction equation

HRID 357161 reaction equation
[OH:1][CH2:2][CH2:3][C:4]([CH3:18])([CH3:17])[CH2:5][CH2:6][S:7][C:8]1[N:13]2[CH:14]=[CH:15][N:16]=[C:12]2[CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.[CH3:26][S:27](Cl)(=[O:29])=[O:28].C(=O)([O-])O.[Na+]>ClCCl>[CH3:26][S:27]([O:1][CH2:2][CH2:3][C:4]([CH3:18])([CH3:17])[CH2:5][CH2:6][S:7][C:8]1[N:13]2[CH:14]=[CH:15][N:16]=[C:12]2[CH:11]=[CH:10][CH:9]=1)(=[O:29])=[O:28]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 18936782HCID 18936782, compound

Product 1

HCID 18936845HCID 18936845, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 304 mg (1.15 mmol) of 5-(5-hydroxy-3,3-dimethylpentylthio)imidazo[1,2-a]pyridine and 0.16 ml (1.15 mmol) of triethylamine in 5 ml of dichloromethane, 89 μl (1.15 mmol) of methanesulfonyl chloride was added at 0° C., followed by stirring at room temperature for 1 hour, after which saturated aqueous sodium hydrogen carbonate was added. The mixture was extracted with dichloromethane and dried, after which the solvent was distilled off to yield 5-(5-methanesulfonyloxy-3,3-dimethylpentylthio)imidazo[1,2-a]pyridine.

Workup

  1. extractionThe mixture was extracted with dichloromethane
  2. customdried
  3. distillationafter which the solvent was distilled off

Sources & evidence

ORD record
ord-e901d3d2fba84cb48e573d690718f016
Source dataset
uspto-grants-1998_11
Patent number
US05840732

Reaction notes

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