Methanol → HCID 59233289, compound

HRID 1925166Notes

Reaction equation

HRID 1925166 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:15])[N:12]([CH3:14])[CH:13]=2)=[CH:4][CH:3]=1.[NH2:16][NH2:17].CO>CC(O)C.O>[NH:16]([C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:15])[N:12]([CH3:14])[CH:13]=2)=[CH:4][CH:3]=1)[NH2:17]

Participants

6

Reactant 3

HCID 887MethanolHCID 9321HydrazineHCID 59233201HCID 59233201, compound

Product 1

HCID 59233289HCID 59233289, compoundYield 126.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 5-(6-chloropyridin-3-yl)-1-methylpyridin-2(1 H)-one (1.2 g, 5.44 mmol) and hydrazine (870 mg, 2.2 mmol) in 2-propanol (5ml) was heated in a microwave at 140° C. for 5 hrs. The reaction mixture was co-evaporated with MeOH (3×) and then suspended in water (50 ml). Solid product was collected by filtration and dried under high vacuum for 24 hrs to provide the title compound, 5-(6-hydrazinylpyridin-3-yl)-1-methylpyridin-2(1 H)-one (600 mg, 51% yield).

Workup

  1. filtrationSolid product was collected by filtration
  2. customdried under high vacuum for 24 hrs

Sources & evidence

ORD record
ord-aa0118656ee7477c92e0304aabc103a3
Source dataset
uspto-grants-2012_05
Patent number
US08178534B2

Reaction notes

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