Triethylamine → HCID 87760229, compound

HRID 1594366Notes

Reaction equation

HRID 1594366 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH3:13])[CH2:10][CH2:11][OH:12])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[CH3:21][S:22](Cl)(=[O:24])=[O:23]>C(Cl)Cl>[S:22]([O:12][CH2:11][CH2:10][C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH3:13])(=[O:24])(=[O:23])[CH3:21]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 10987043HCID 10987043, compound

Product 1

HCID 87760229HCID 87760229, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of example 22 (a) (1.06 g, 5.6 mmol) was dissolved in CH2Cl2 (10 ml) and cooled in an ice bath while stirring under argon. Triethylamine (0.667 g, 6.6 mmol) was added followed by the dropwise addition of methanesulfonyl chloride (0.687 g, 6 mmol). After 10 minutes the ice bath was removed and the mixture stirred at rt for 2 h. The solvent was stripped off and the title compound was isolated as a yellow oil. ES (+) MS m/e=268 (MH+), 290 (MNa+)

Workup

  1. temperaturecooled in an ice bath
  2. customAfter 10 minutes the ice bath was removed
  3. stirringthe mixture stirred at rt for 2 h

Sources & evidence

ORD record
ord-5640fbcfc31c47f69c9f7da0921106b5
Source dataset
uspto-grants-2007_11
Patent number
US07301021B2

Reaction notes

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