Methanesulfonyl chloride → HCID 91585866, compound

HRID 1242814Notes

Reaction equation

HRID 1242814 reaction equation
[S:1](Cl)([CH3:4])(=[O:3])=[O:2].[CH3:6][O:7][N:8]=[C:9]1[CH2:13][C@@H:12]([CH2:14][OH:15])[N:11]([C:16]([C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:20][CH:19]=2)=[O:17])[CH2:10]1>C(Cl)Cl>[CH3:4][S:1]([O:15][CH2:14][C@@H:12]1[CH2:13][C:9](=[N:8][O:7][CH3:6])[CH2:10][N:11]1[C:16]([C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:20][CH:19]=1)=[O:17])(=[O:3])=[O:2]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 58585503HCID 58585503, compound

Product 1

HCID 91585866HCID 91585866, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Mesyl chlorid (48 μl, 0.62 mmol) was added to a solution of alcohol (2) (EZ mixture, 80 mg, 0.25 mmol) in DCM (8 ml) cooled at 0° C. and maintained under nitrogen atmosphere. The reaction mixture was then allowed to warm to r.t. and monitored by tlc. Completion was achieved after 1 h30. Organic phase was washed with saturated ammonium chlorid solution and brine, dried over magnesium sulfate, filtered and concentrated.

Workup

  1. temperaturemaintained under nitrogen atmosphere
  2. temperatureto warm to r.t.
  3. washOrganic phase was washed with saturated ammonium chlorid solution and brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-29a68a8c7a824da6b4fba701cf1df50f
Source dataset
uspto-grants-2006_10
Patent number
US07115754B2

Reaction notes

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