Methanol → HCID 89825964, compound

HRID 631813Notes

Reaction equation

HRID 631813 reaction equation
[Na].Br[C:3]1[N:8]=[C:7]([NH:9][CH2:10][CH2:11][NH2:12])[CH:6]=[C:5]([CH3:13])[CH:4]=1.[CH3:14][OH:15]>>[CH3:14][O:15][C:3]1[N:8]=[C:7]([NH:9][CH2:10][CH2:11][NH2:12])[CH:6]=[C:5]([CH3:13])[CH:4]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 89825998HCID 89825998, compound

Product 1

HCID 89825964HCID 89825964, compound

Conditions

Temperature
140 °C

Procedure

Sodium (45 mg, 1.96 mmol) was dissolved in methanol (1.5 ml), N-(6-bromo-4-methyl-2-pyridyl)ethane-1,2-diamine (69 mg, 0.3 mmol) was added and the resulting mixture was stirred under microwave heating at 140° C. for three hours. The mixture was concentrated under reduced pressure and the residue was washed several times with ethyl acetate and acetonitrile. The washing solutions were decanted from the solid, the combined washing solutions were evaporated to dryness under reduced pressure to yield 58 mg. MS(ESI) m/z=182.0 [M+1]+.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washthe residue was washed several times with ethyl acetate and acetonitrile
  3. customThe washing solutions were decanted from the solid
  4. customthe combined washing solutions were evaporated to dryness under reduced pressure
  5. customto yield 58 mg

Sources & evidence

ORD record
ord-73028b55260c49dcac3664e9f91c4591
Source dataset
uspto-grants-2016_04
Patent number
US09321724B2

Reaction notes

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