Triethylamine → 3-Amino-1H-indazole-6-carbonitrile

HRID 552823Notes

Reaction equation

HRID 552823 reaction equation
F[C:2]1[CH:9]=[C:8]([C:10]#[N:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].CCN(CC)CC.[NH2:19][NH2:20]>CCO>[NH2:11][C:10]1[C:8]2[C:9](=[CH:2][C:3]([C:4]#[N:5])=[CH:6][CH:7]=2)[NH:20][N:19]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9321HydrazineHCID 1211941,4-Benzenedicarbonitrile, 2-fluoro-

Product 1

HCID 226152723-Amino-1H-indazole-6-carbonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-fluoroterephthalonitrile (500 mg) and Et3N (572 μl) in EtOH (20 ml) was added hydrazine (monohydrate), followed by reaction at 60° C. for 16 hours, and concentrated. The residue was washed with diethyl ether to obtain 3-amino-1H-indazole-6-carbonitrile (488 mg) as a yellow solid.

Workup

  1. customfollowed by reaction at 60° C. for 16 hours
  2. concentrationconcentrated
  3. washThe residue was washed with diethyl ether

Sources & evidence

ORD record
ord-e337d8c16ae746e7a59bda4d9b990d1e
Source dataset
uspto-grants-2011_05
Patent number
US07951825B2

Reaction notes

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