Triethylamine → HCID 18791027, compound

HRID 1005283Notes

Reaction equation

HRID 1005283 reaction equation
C(N(CC)CC)C.[CH3:8][S:9](Cl)(=[O:11])=[O:10].[NH2:13][C:14]1[C:15]([Cl:35])=[CH:16][C:17]([F:34])=[C:18]([C:20]2[C:24]([C:25]([F:28])([F:27])[F:26])=[C:23]([C:29]([F:32])([F:31])[F:30])[N:22]([CH3:33])[N:21]=2)[CH:19]=1>O1CCCC1>[Cl:35][C:15]1[C:14]([N:13]([S:9]([CH3:8])(=[O:11])=[O:10])[S:9]([CH3:8])(=[O:11])=[O:10])=[CH:19][C:18]([C:20]2[C:24]([C:25]([F:26])([F:27])[F:28])=[C:23]([C:29]([F:32])([F:31])[F:30])[N:22]([CH3:33])[N:21]=2)=[C:17]([F:34])[CH:16]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21266769HCID 21266769, compound

Product 1

HCID 18791027HCID 18791027, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1 g (10 mmol) of triethylamine and 0.8 g (6.6 mmol) of methanesulfonyl chloride were added in succession to a solution of 1.2 g (3.3 mmol) of 3-(5-amino-4-chloro-2-fluorophenyl)-1-methyl-4,5-di(trifluoromethyl)-1H-pyrazole in 30 ml of tetrahydrofuran. The reaction mixture was subsequently stirred for 16 hours, whereupon it was concentrated. The residue was treated with water and ethyl acetate. The organic phase which had been separated off was washed with water and saturated aqueous sodium chloride solution, dried over magnesium sulfate and finally concentrated. Yield: quantitative.

Workup

  1. concentrationwas concentrated
  2. additionThe residue was treated with water and ethyl acetate
  3. customThe organic phase which had been separated off
  4. washwas washed with water and saturated aqueous sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationfinally concentrated

Sources & evidence

ORD record
ord-a8ce2959e7874c7a9228530ccd76cc73
Source dataset
uspto-grants-2000_04
Patent number
US06054412

Reaction notes

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