Hydrazine → HCID 178478326, compound

HRID 1809706Notes

Reaction equation

HRID 1809706 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8]([C:10]2[C:11](Cl)=[N:12][C:13]([Cl:16])=[N:14][CH:15]=2)=O)[CH:5]=[CH:6][CH:7]=1.[NH2:18][NH2:19]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:10]3[C:11](=[N:12][C:13]([Cl:16])=[N:14][CH:15]=3)[NH:19][N:18]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86667963(3-Bromo-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanone

Product 1

HCID 178478326HCID 178478326, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of crude (3-bromo-phenyl)-(2,4-dichloro-pyrimidin-5-yl)-methanone (from Example 37 supra) (1 g, 3.0 mmol) in THF (70 mL), 85% hydrazine (0.45 g, 7.64 mmol) was added dropwise at room temperature. The mixture was stirred for additional 20 minutes at room temperature and then heated at 50° C. for another 20 minutes. The solvent was removed under reduced pressure, and the residue was washed with water (5 mL), petroleum ether (10 mL) and dried to give 3-(3-bromo-phenyl)-6-chloro-1H-pyrazolo[3,4-d]pyrimidine as yellow solid. (Yield 0.848 g, 91.3%).

Workup

  1. temperatureheated at 50° C. for another 20 minutes
  2. customThe solvent was removed under reduced pressure
  3. washthe residue was washed with water (5 mL), petroleum ether (10 mL)
  4. customdried

Sources & evidence

ORD record
ord-f54074799a7842a6b91d82b9eebb7c24
Source dataset
uspto-grants-2013_01
Patent number
US08362023B2

Reaction notes

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