Triethylamine → N-(3-isopropoxyphenylacetyl)-N-(2-methoxyethyl)-2-(3,4-dichlorophenyl)-4-mesyloxybutylamine

HRID 742638Notes

Reaction equation

HRID 742638 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH:6]([O:9][C:10]1[CH:11]=[C:12]([CH2:16][C:17]([N:19]([CH2:24][CH:25]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[C:31]([Cl:36])[CH:30]=2)[CH2:26][CH2:27][OH:28])[CH2:20][CH2:21][O:22][CH3:23])=[O:18])[CH:13]=[CH:14][CH:15]=1)([CH3:8])[CH3:7].C(N(CC)CC)C>ClCCl>[CH:6]([O:9][C:10]1[CH:11]=[C:12]([CH2:16][C:17]([N:19]([CH2:24][CH:25]([C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[C:31]([Cl:36])[CH:30]=2)[CH2:26][CH2:27][O:28][S:2]([CH3:1])(=[O:4])=[O:3])[CH2:20][CH2:21][O:22][CH3:23])=[O:18])[CH:13]=[CH:14][CH:15]=1)([CH3:8])[CH3:7]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19705329N-(3-isopropoxyphenylacetyl)-N-(2-methoxyethyl)-2-(3,4-dichlorophenyl)-4-hydroxybutylamine

Product 1

HCID 19705331N-(3-isopropoxyphenylacetyl)-N-(2-methoxyethyl)-2-(3,4-dichlorophenyl)-4-mesyloxybutylamineYield 95.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.526 g of methanesulfonyl chloride are added to a mixture of 1.8 g of the product obtained in step 4 and 0.46 g of triethylamine in 40 ml of dichloromethane. The reaction mixture is stirred at ambient temperature for 1 h and is then concentrated under vacuum. The residue is taken up with ethyl acetate, washed with water, dried over Na2SO4 and concentrated under vacuum to give 2 g of the expected product

Workup

  1. concentrationis then concentrated under vacuum
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-ed3fd3afc6624a37af9641d7650c576a
Source dataset
uspto-grants-1996_09
Patent number
US05554763

Reaction notes

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