Diisopropylethylamine → HCID 68554821, compound

HRID 1868016Notes

Reaction equation

HRID 1868016 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[C:4]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1.[CH2:17]([O:24][C:25]1[CH:30]=[CH:29][C:28]([S:31](Cl)(=[O:33])=[O:32])=[CH:27][CH:26]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(N(C(C)C)CC)(C)C>ClCCl>[CH2:17]([O:24][C:25]1[CH:30]=[CH:29][C:28]([S:31]([N:12]2[CH2:11][CH2:10][N:9]([C:4]3[C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][CH:7]=[CH:6][N:5]=3)[CH2:14][CH2:13]2)(=[O:33])=[O:32])=[CH:27][CH:26]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 27777861-[3-(Trifluoromethyl)pyridin-2-yl]piperazineHCID 47383854-(Benzyloxy)benzene-1-sulfonyl chloride

Product 1

HCID 68554821HCID 68554821, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 1-(3-trifluoromethyl-pyridin-2-yl)-piperazine (100 mg, 0.39 mmol) in anhydrous dichloromethane (2 mL) was added 4-benzyloxy-benzenesulfonyl chloride (110.27 mg, 0.39 mmol) then diisopropylethylamine (0.17 mL, 0.98 mmol). The mixture was stirred at room temperature for 4 hour. Reaction was complete as determined by TLC. The reaction mixture was purified with flash column chromatography to yield 1-{[4-(benzyloxy)phenyl]sulfonyl}-4-[3-(trifluoromethyl)pyridin-2-yl]piperazine in 78.9% yield (147 mg) as white solid.

Workup

  1. customReaction
  2. customThe reaction mixture was purified with flash column chromatography

Sources & evidence

ORD record
ord-ccd55c35ddc042718eee087bc1fa81c7
Source dataset
uspto-grants-2009_12
Patent number
US07632838B2

Reaction notes

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