Hydrazine hydrate (1:1) → HCID 9837507, compound

HRID 473343Notes

Reaction equation

HRID 473343 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2Cl)=O)=[CH:4][CH:3]=1.O.[NH2:18][NH2:19]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:10]3[CH:11]=[N:12][CH:13]=[CH:14][C:15]=3[NH:19][N:18]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 67212370HCID 67212370, compound

Product 1

HCID 9837507HCID 9837507, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(4-Chlorophenyl)-(4-chloropyridin-3-yl)-methanone (3.88 g, 15.4 mmol) was dissolved in MeOH (20 mL) at room temperature and hydrazine hydrate (20 mL) was added. The reaction mixture was stirred for 3 h. The precipitate was filtered and purified by recrystallisation from PhMe/MeOH (˜4:1, ˜150 mL) to give 3-(4-chlorophenyl)-1H-pyrazolo[4,3-c]pyridine (1.16 g, 33.0%) as a yellow solid.

Workup

  1. filtrationThe precipitate was filtered
  2. custompurified by recrystallisation from PhMe/MeOH (˜4:1, ˜150 mL)

Sources & evidence

ORD record
ord-6f9b2c0d61784ed683cc6f2414f15202
Source dataset
uspto-grants-2014_01
Patent number
US08633318B2

Reaction notes

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