Triethylamine → HCID 59296175, compound

HRID 2233576Notes

Reaction equation

HRID 2233576 reaction equation
[CH2:1]([C:5]1[N:6]=[C:7]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[S:8][C:9]=1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18]O)=[C:14]([Cl:20])[CH:13]=1)[CH2:2][CH2:3][CH3:4].C(N(CC)CC)C.CS([Cl:42])(=O)=O>ClCCl>[CH2:1]([C:5]1[N:6]=[C:7]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[S:8][C:9]=1[CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][Cl:42])=[C:14]([Cl:20])[CH:13]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59296145HCID 59296145, compound

Product 1

HCID 59296175HCID 59296175, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.0 g {4-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-chloro-phenyl}-methanol and 1.84 ml triethylamine were dissolved in 150 ml dichloromethane. To this ice cooled solution were added 0.82 ml methanesulfonylchloride. The cooling bath was removed and the reaction mixture was stirred at room temperature additional three hours. The reaction mixture was washed three times with 50 ml saturated NaHCO3 solution dried over MgSO4 and the solvent was removed in vacuo to provide 3.1 g 4-Butyl-5-(3-chloro-4-chloromethyl-phenoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazole as crude material. This material was used without further purification.

Workup

  1. customThe cooling bath was removed
  2. washThe reaction mixture was washed three times with 50 ml saturated NaHCO3 solution
  3. dry with materialdried over MgSO4
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-caf3dff232fe429d8d6d5dd839009a3a
Source dataset
uspto-grants-2010_05
Patent number
US07709509B2

Reaction notes

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