Ethanol → HCID 89825615, compound

HRID 1775367Notes

Reaction equation

HRID 1775367 reaction equation
Cl.F[C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[C:5]([CH3:15])[CH:4]=1.[Na].[CH2:17]([OH:19])[CH3:18]>>[CH2:17]([O:19][C:3]1[N:8]=[C:7]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[C:5]([CH3:15])[CH:4]=1)[CH3:18]

Participants

4

Reactant 3

HCID 702EthanolHCID 5360545SodiumHCID 89825932HCID 89825932, compound

Product 1

HCID 89825615HCID 89825615, compound

Procedure

1-(6-Fluoro-4-methyl-2-pyridyl)piperazine hydrochloride (80 mg, 0.34 mmol) was dissolved in anhydrous ethanol (1.5 ml), sodium (50 mg, 1.96 mmol) was added and the mixture was stirred for five minutes at room temperature and then at 140° C. for one hour under microwave heating in a closed vial. The mixture was filtered through kieselguhr, the filtrate was concentrated under reduced pressure and the residue was treated with acetonitrile and then ethylacetate. The liquids were separated from solids by centrifugation and decanting and the combined supernatants were concentrated under reduced pressure to give 85 mg of a solid (quantitative). MS (multi-mode) m/z=222.2 [M+1]+.

Workup

  1. temperatureat 140° C. for one hour under microwave heating in a closed vial
  2. filtrationThe mixture was filtered through kieselguhr
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionthe residue was treated with acetonitrile
  5. customThe liquids were separated from solids by centrifugation
  6. customdecanting
  7. concentrationthe combined supernatants were concentrated under reduced pressure

Sources & evidence

ORD record
ord-47afa23c727a4249a72b9607ce6223aa
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

Loading…