Methanesulfonyl chloride → HCID 59555428, compound

HRID 1668517Notes

Reaction equation

HRID 1668517 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][C:10]2[N:15]=[C:14]([CH2:16]O)[CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.CS([Cl:31])(=O)=O>C(Cl)Cl>[Cl:31][CH2:16][C:14]1[N:15]=[C:10]([CH2:9][CH2:8][CH2:7][N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 66852696HCID 66852696, compound

Product 1

HCID 59555428HCID 59555428, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Additionally, to the solution of 495 mg of the resulting [6-(3-morpholin-4-ylpropyl)pyridin-2-yl]methanol and 104 mg of diisopropylethylamine in 20 mL of methylene chloride at ice temperature, 0.18 mL of methanesulfonyl chloride was added dropwise and the mixture was stirred at room temperature overnight. After the solvent was removed, the residue was purified by chromatography on silica gel (methylene chloride-ethanol=40:1) to give 290 mg of 4-[3-(6-chloromethylpyridin-2-yl)propyl]morpholine as a yellow powder.

Workup

  1. customAfter the solvent was removed
  2. customthe residue was purified by chromatography on silica gel (methylene chloride-ethanol=40:1)

Sources & evidence

ORD record
ord-892a8255ed0048df93daecd29123f5be
Source dataset
uspto-grants-2011_08
Patent number
US07989446B2

Reaction notes

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