Methanesulfonyl chloride → HCID 59555466, compound

HRID 1668510Notes

Reaction equation

HRID 1668510 reaction equation
[N:1]1([CH2:7][CH2:8][C:9]2[N:14]=[C:13]([CH2:15]O)[CH:12]=[CH:11][CH:10]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.CS([Cl:30])(=O)=O>ClCCl>[Cl:30][CH2:15][C:13]1[N:14]=[C:9]([CH2:8][CH2:7][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 59555451HCID 59555451, compound

Product 1

HCID 59555466HCID 59555466, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[6-(2-Morpholin-4-ylethyl)pyridin-2-yl]methanol (122 mg) and diisopropylethylamine (104 mg) were dissolved in 2.5 mL of dichloromethane, and 47 μL of methanesulfonyl chloride was added dropwise to the solution at ice temperature, and then the mixture was stirred at room temperature overnight. After removing the solvent from the reaction mixture under reduced pressure, the residue was purified by chromatography on silica gel (chloroform-methanol-aqueous ammonia=300:10:1) to give 80 mg of 4-[2-(6-chloromethylpyridin-2-yl)ethyl]morpholine as a yellow oil.

Workup

  1. customAfter removing the solvent from the reaction mixture under reduced pressure
  2. customthe residue was purified by chromatography on silica gel (chloroform-methanol-aqueous ammonia=300:10:1)

Sources & evidence

ORD record
ord-70bf70bf1bf84d59864cabaf2a0a069e
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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