Pivaloyl chloride → HCID 89619024, compound

HRID 1502162Notes

Reaction equation

HRID 1502162 reaction equation
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Br:8][C:9]1[N:14]=[N:13][C:12]([NH2:15])=[CH:11][CH:10]=1>N1C=CC=CC=1.O>[Br:8][C:9]1[N:14]=[N:13][C:12]([NH:15][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 62493Pivaloyl chlorideHCID 27947796-Bromopyridazin-3-amine

Product 1

HCID 89619024HCID 89619024, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

Pivaloyl chloride (2.85 ml, 23.2 mmol) was added dropwise to a solution of 6-bromopyridazin-3-amine (2.00 g, 15.4 mmol) in pyridine (8 mL). The mixture stirred 12 h at room temperature, then was diluted with water and extracted with dichloromethane (3×). The combined organic layers were washed with water (2×) and brine, then dried (sodium sulfate), filtered and concentrated in vacuo. The resulting residue was purified by column chromatography (2−>20% EtOAc:Hex) to give title compound.

Workup

  1. extractionextracted with dichloromethane (3×)
  2. washThe combined organic layers were washed with water (2×) and brine
  3. dry with materialdried (sodium sulfate)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe resulting residue was purified by column chromatography (2−>20% EtOAc:Hex)

Sources & evidence

ORD record
ord-50b1fb35f8c44b628691bc98cd47d38e
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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