Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 58380014, compound

HRID 404384Notes

Reaction equation

HRID 404384 reaction equation
C([Si]([O:8][CH2:9][C:10]1[CH:22]=[CH:21][C:20]2[C:19]3[C:14](=[C:15]([O:24][CH3:25])[CH:16]=[CH:17][C:18]=3[F:23])[CH:13]([C:26]([CH3:30])([CH3:29])[CH:27]=[CH2:28])[C:12]=2[CH:11]=1)(C)C)(C)(C)C.CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>CO>[CH3:30][C:26]([CH:13]1[C:12]2[CH:11]=[C:10]([CH2:9][OH:8])[CH:22]=[CH:21][C:20]=2[C:19]2[C:14]1=[C:15]([O:24][CH3:25])[CH:16]=[CH:17][C:18]=2[F:23])([CH3:29])[CH:27]=[CH2:28]

Participants

4

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 58380306HCID 58380306, compound

Product 1

HCID 58380014HCID 58380014, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 21.7 (100 mg, 234 μmol) in MeOH, was added PPTS (12 mg, 47 μmol). The resulting mixture was stirred overnight. Solvent was then removed in vacuo to give a residue which was purified by CombiFlash® chromatography to give the product as an oil (70 mg, 96%). MS ESI m/e: 330.2 (M+18)+.

Workup

  1. customSolvent was then removed in vacuo
  2. customto give a residue which
  3. customwas purified by CombiFlash® chromatography

Sources & evidence

ORD record
ord-12950b3ddf6143a6807d03598c365ca1
Source dataset
uspto-grants-2014_06
Patent number
US08748462B2

Reaction notes

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