Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 86586076, compound

HRID 1836233Notes

Reaction equation

HRID 1836233 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([Cl:32])[C:5]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:22][C@H:21]([CH2:23][O:24]C4CCCCO4)[C@@H:13]([O:14]C4CCCCO4)[C@H:12]3[F:31])[C:6]=2[N:7]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CCO>[NH2:1][C:2]1[N:3]=[C:4]([Cl:32])[C:5]2[CH:10]=[CH:9][N:8]([C@@H:11]3[O:22][C@H:21]([CH2:23][OH:24])[C@@H:13]([OH:14])[C@H:12]3[F:31])[C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 23518324HCID 23518324, compound

Product 1

HCID 86586076HCID 86586076, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the compound from Step H (40 mg. 0.08 mmol) in EtOH (2 mL) was stirred with pyridinium p-toluenesulfonate (40 mg, 0.16 mmol) at 60° C. for 3 h. The mixture was then evaporated and the residue purified on a silica gel column with a solvent system of hexanes/EtOAc:1/1 and 1/2 to give the desired compound (24 mg).

Workup

  1. customThe mixture was then evaporated
  2. customthe residue purified on a silica gel column with a solvent system of hexanes/EtOAc

Sources & evidence

ORD record
ord-fadbf79b53b44ab59a2564dc267a1bfe
Source dataset
uspto-grants-2004_08
Patent number
US06777395B2

Reaction notes

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