Triethylamine → HCID 18674987, compound

HRID 1634897Notes

Reaction equation

HRID 1634897 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=2)[CH:6]=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25].C(N(CC)CC)C>C(Cl)(Cl)Cl>[CH3:23][S:24]([O:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=2)[CH:6]=1)(=[O:26])=[O:25]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 18674989HCID 18674989, compound

Product 1

HCID 18674987HCID 18674987, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

4-(3-Hydroxypropyl)-2-(3,4,5-Trimethoxyphenyl)-pyridine (486 mg) was dissolved in chloroform (10 mL), and to the solution methanesulfonyl chloride (186 μL) and triethylamine (400 μL) were added, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with chloroform, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1) to obtain the title compound.

Workup

  1. washwashed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-6ff867a37d284750abb2b94543397595
Source dataset
uspto-grants-2003_01
Patent number
US06509329B1

Reaction notes

Loading…