Triethylamine → HCID 58226750, compound

HRID 2364797Notes

Reaction equation

HRID 2364797 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:22])[CH2:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)[OH:12])=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:30][S:31](Cl)(=[O:33])=[O:32]>ClCCl>[CH3:30][S:31]([O:22][CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)[CH2:9][CH2:10][CH:11]([O:12][S:31]([CH3:30])(=[O:33])=[O:32])[C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)(=[O:33])=[O:32]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 58226759HCID 58226759, compound

Product 1

HCID 58226750HCID 58226750, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Dissolved the product from Example 39B (3.68 g, 10.05 mmol) in dichloromethane (167 mL) and cooled the solution in an ice bath followed by the addition of triethylamine (4.20 mL, 30.1 mmol) and methanesulfonyl chloride (1.96 mL, 25.1 mmol) dropwise. After stirring for 15 min, the solution was concentrated to a solid (5.25 g, 100%) that was used directly in the next reaction.

Workup

  1. temperaturecooled the solution in an ice bath
  2. concentrationthe solution was concentrated to a solid (5.25 g, 100%) that
  3. customwas used directly in the next reaction

Sources & evidence

ORD record
ord-5d639d96c1534c13bc0830bf9f5bee00
Source dataset
uspto-grants-2014_04
Patent number
US08691938B2

Reaction notes

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