Dichloromethane → 1H-Indazole-5-carbonitrile

HRID 842714Notes

Reaction equation

HRID 842714 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6](F)=[C:7]([CH:10]=1)[CH:8]=O)#[N:2].C(Cl)Cl.O.[NH2:16][NH2:17]>>[C:1]([C:3]1[CH:10]=[C:7]2[C:6](=[CH:5][CH:4]=1)[NH:17][N:16]=[CH:8]2)#[N:2]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24654Hydrazine hydrate (1:1)HCID 109097255-Cyano-2-fluorobenzaldehyde

Product 1

HCID 111263841H-Indazole-5-carbonitrile

Procedure

5-Cyano-2-fluorobenzaldehyde (512 mg, 3.43 mmol) was dissolved in hydrazine hydrate (25 mL) at room temperature and the solution left to stand overnight. To this reaction mixture was added methylene chloride (30 mL). The mixture was purified by filtration through a pad of silica eluting with methylene chloride, concentrated in vacuo to afford a white solid:

Workup

  1. waitthe solution left
  2. filtrationThe mixture was purified by filtration through a pad of silica eluting with methylene chloride
  3. concentrationconcentrated in vacuo
  4. customto afford a white solid

Sources & evidence

ORD record
ord-61b5da8506f24d4c9b4da16dc8b619a8
Source dataset
uspto-grants-2002_04
Patent number
US06376499B1

Reaction notes

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