Triethylamine → HCID 53638308, compound

HRID 1267137Notes

Reaction equation

HRID 1267137 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]3[C:17]([C:22]4[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=4)=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CCN(CC)CC.[C:39]([C:41]1[CH:42]=[C:43]([S:47](Cl)(=[O:49])=[O:48])[CH:44]=[CH:45][CH:46]=1)#[N:40]>C(Cl)Cl>[C:39]([C:41]1[CH:42]=[C:43]([S:47]([N:4]2[CH2:5][CH2:6][N:1]([C:7]3[CH:8]=[CH:9][C:10]([NH:13][C:14]([C:16]4[C:17]([C:22]5[CH:27]=[CH:26][C:25]([C:28]([F:29])([F:31])[F:30])=[CH:24][CH:23]=5)=[CH:18][CH:19]=[CH:20][CH:21]=4)=[O:15])=[CH:11][CH:12]=3)[CH2:2][CH2:3]2)(=[O:49])=[O:48])[CH:44]=[CH:45][CH:46]=1)#[N:40]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 28013603-Cyanobenzene-1-sulfonyl chlorideHCID 112010994'-Trifluoromethyl-biphenyl-2-carboxylic acid [4-(piperazinyl)-phenyl]-amide

Product 1

HCID 53638308HCID 53638308, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 4′-trifluoromethyl-biphenyl-2-carboxylic acid (4-piperazin-1-yl-phenyl)-amide (0.318 g) in CH2Cl2 (20 mL) containing. Et3N (90 mg) was added dropwise 3-cyano-benzenesulfonyl chloride (0.179 g) and the mixture was stirred at room temperature for 48 hours. The solution was then washed with water, with brine, dried over Na2SO4, filtered and evaporated. The residue was then purified by flash chromatography eluting with CH2Cl2 to give the title compound (0.39 g) as a white solid.

Workup

  1. washThe solution was then washed with water, with brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was then purified by flash chromatography
  6. washeluting with CH2Cl2

Sources & evidence

ORD record
ord-5e443fbbe78149b58e91cf3d97625da2
Source dataset
uspto-grants-2003_04
Patent number
US06552022B1

Reaction notes

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