p-Toluenesulfonic acid → HCID 25071083, compound

HRID 557287Notes

Reaction equation

HRID 557287 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1.[C:28]1([CH3:38])[CH:33]=[CH:32][C:31]([S:34]([OH:37])(=[O:36])=[O:35])=[CH:30][CH:29]=1>CO>[C:28]1([CH3:38])[CH:29]=[CH:30][C:31]([S:34]([OH:37])(=[O:35])=[O:36])=[CH:32][CH:33]=1.[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:7][CH2:8][C:9]1[CH:27]=[CH:26][C:12]([CH2:13][C:14]2[CH:18]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:16][N:15]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 16719049E-1210

Product 1

HCID 25071083HCID 25071083, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(3-(4-(Pyridin-2-yloxymethyl)-benzyl)-isoxazol-5-yl)-pyridin-2-yl amine (100 mg) was dissolved in methanol (5 mL), and p-toluenesulfonic acid (55.7 mg) was added thereto. This mixture was stirred at room temperature for 5 minutes, and then, concentrated in vacuo. To the residue was added ethanol (5 mL), and subjected to ultrasound treatment to cause solids to be precipitated. This solids were filtered, washed with ethanol and then dried in vacuo to obtain the title compound (117 mg).

Workup

  1. concentrationconcentrated in vacuo
  2. additionTo the residue was added ethanol (5 mL)
  3. customto be precipitated
  4. filtrationThis solids were filtered
  5. washwashed with ethanol
  6. customdried in vacuo

Sources & evidence

ORD record
ord-ae9e6fd9c76b4524bcde6e524a858046
Source dataset
uspto-grants-2011_11
Patent number
US08058444B2

Reaction notes

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