Cyclopropanecarbonyl chloride → HCID 67387672, compound

HRID 876889Notes

Reaction equation

HRID 876889 reaction equation
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([NH2:11])=[N:7][NH:8]2)=[CH:4][CH:3]=1.[CH:12]1([C:15](Cl)=[O:16])[CH2:14][CH2:13]1>N1C=CC=CC=1>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([NH:11][C:15]([CH:12]3[CH2:14][CH2:13]3)=[O:16])=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 27866316-bromo-1H-indazol-3-amine

Product 1

HCID 67387672HCID 67387672, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 6-bromo-1H-indazol-3-amine (4.24 g, 20 mmol) in pyridine (100 mL) was added cyclopropanecarbonyl chloride (1.83 mL, 20 mmol) dropwise at 0° C. The reaction mixture was stirred at this temperature for 4 hours. Once the reaction was completed, the solvent was removed in vacuo. The residue was dissolved in DMF, and water was added dropwise. The precipitated solid was filtered off and washed three times with hexanes (15 ml each). The product was dried in vacuo and used without further purification (4.3 g).

Workup

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in DMF
  3. additionwater was added dropwise
  4. filtrationThe precipitated solid was filtered off
  5. washwashed three times with hexanes (15 ml each)
  6. customThe product was dried in vacuo
  7. customused without further purification (4.3 g)

Sources & evidence

ORD record
ord-c792b86c7104426f96abce776e08d19e
Source dataset
uspto-grants-2015_03
Patent number
US08987275B2

Reaction notes

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