p-Toluenesulfonic acid monohydrate → 577778-88-2

HRID 1497347Notes

Reaction equation

HRID 1497347 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[N:13]1[CH:18]=[CH:17][C:16]([C:19]2[NH:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([C:30]#[N:31])[CH:25]=3)[N:20]=2)=[CH:15][CH:14]=1>O.CC(O)CC>[C:2]1([CH3:12])[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1.[N:13]1[CH:18]=[CH:17][C:16]([C:19]2[NH:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][N:27]=[C:26]([C:30]#[N:31])[CH:25]=3)[N:20]=2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 5288320Topiroxostat

Product 1

HCID 11327608577778-88-2

Reagents, catalysts & solvents 1

HCID 129657478HCID 129657478, compoundSolvent

Procedure

p-Toluenesulfonic acid monohydrate (6.62 g) was added to a water-2-butanol (10:1) mixture (55 mL). Subsequently, 4-[5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl]pyridine-2-carbonitrile (7.85 g) was added thereto at 80° C., and the resultant mixture was stirred at 80° C. for 1 hour. The reaction mixture was cooled to room temperature, and the precipitated crystals were recovered through filtration. The crystals were washed with a water-2-butanol (10:1) mixture (40 mL) and dried at 80° C. for 10 hours under reduced pressure, to thereby yield 12.6 g of 4-[5-(pyridin-4-yl)-1H-1,2,4-triazol-3-yl]pyridine-2-carbonitrile p-toluenesulfonate.

Workup

  1. filtrationthe precipitated crystals were recovered through filtration
  2. washThe crystals were washed with a water-2-butanol (10:1) mixture (40 mL)
  3. customdried at 80° C. for 10 hours under reduced pressure

Sources & evidence

ORD record
ord-6e37164918c0461d85033a635eba19eb
Source dataset
uspto-grants-2015_12
Patent number
US09199970B2

Reaction notes

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