Methanesulfonyl chloride → HCID 86645317, compound

HRID 1808343Notes

Reaction equation

HRID 1808343 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH3:6][O:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([S:15]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][C:22]([CH2:28][OH:29])=[CH:23][CH:24]=3)[CH2:19]2)(=[O:17])=[O:16])=[C:10]([CH3:30])[CH:9]=1>C(Cl)Cl>[CH3:1][S:2]([O:29][CH2:28][C:22]1[CH:21]=[C:20]2[C:25]([CH2:26][CH2:27][N:18]([S:15]([C:11]3[C:12]([CH3:14])=[CH:13][C:8]([O:7][CH3:6])=[CH:9][C:10]=3[CH3:30])(=[O:16])=[O:17])[CH2:19]2)=[CH:24][CH:23]=1)(=[O:4])=[O:3]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 68508294HCID 68508294, compound

Product 1

HCID 86645317HCID 86645317, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

MsCl (3.32 mmol, 1.5 equiv.) was added at 0° C. to a solution of (2-(4-methoxy-2,6-dimethylphenylsulfonyl)-1,2,3,4-tetrahydroisoquinolin-7-yl)methanol (2.22 mmol, 1 equiv.) and TEA (2.5 equiv.) in DCM (16 ml), and the mixture was stirred for 1 h. The reaction mixture was diluted with DCM, extracted with sat. sodium hydrogen carbonate solution, water and sat. NaCl solution and dried over Na2SO4. The solvent was removed in vacuo and the crude product was purified by column chromatography (silica gel).

Workup

  1. extractionextracted with sat. sodium hydrogen carbonate solution, water and sat. NaCl solution
  2. dry with materialdried over Na2SO4
  3. customThe solvent was removed in vacuo
  4. customthe crude product was purified by column chromatography (silica gel)

Sources & evidence

ORD record
ord-5a8d8ef0f12c40b3959c01f5c6ae39da
Source dataset
uspto-grants-2013_01
Patent number
US08357717B2

Reaction notes

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