Hydrazine hydrate (1:1) → 6-bromo-1H-indazol-3-amine

HRID 1867568Notes

Reaction equation

HRID 1867568 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4](F)[CH:3]=1.O.[NH2:12][NH2:13]>C(O)CCC>[Br:1][C:2]1[CH:9]=[C:8]2[C:5]([C:6]([NH2:7])=[N:12][NH:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 7360294-Bromo-2-fluorobenzonitrile

Product 1

HCID 27866316-bromo-1H-indazol-3-amine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

4-bromo-2-fluorobenzonitrile (67.8 g), hydrazine hydrate (32.8 ml) in n-butanol (410 ml) were heated to 112° C. for five hours. The reaction mixture was allowed to cool down to r.t. The precipitated crystalline solid was filtered off and washed three times with ethylacetate (100 ml each). The product was dried in vacuo at 40° C. mp. 222-225° C.

Workup

  1. filtrationThe precipitated crystalline solid was filtered off
  2. washwashed three times with ethylacetate (100 ml each)
  3. customThe product was dried in vacuo at 40° C. mp. 222-225° C.

Sources & evidence

ORD record
ord-445330fe6a494904997e566a14628706
Source dataset
uspto-grants-2009_12
Patent number
US07632854B2

Reaction notes

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