Methanol → 5-(6-hydrazinylpyridin-3-yl)-1-ethylpyridin-2(1H)-one

HRID 1925170Notes

Reaction equation

Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:16])[N:12]([CH2:14][CH3:15])[CH:13]=2)=[CH:4][CH:3]=1.[NH2:17][NH2:18].CO>CC(O)C.O>[NH:17]([C:2]1[N:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:16])[N:12]([CH2:14][CH3:15])[CH:13]=2)=[CH:4][CH:3]=1)[NH2:18]

Participants

Conditions

Temperature: 140 °C

Procedure

A mixture of 5-(6-chloropyridin-3-yl)-1-ethylpyridin-2(1 H)-one (1.2 g, 5.44 mmol) and hydrazine (820 mg, 25.62 mmol) in 2-propanol (5 ml) was heated in a microwave at 140° C. for 4 hrs. The mixture was co-evaporated with MeOH (3×) and then suspended in water (50 ml). The resulting solid was collected by filtration and dried under high vacuum for one day to give crude title compound, 5-(6-hydrazinylpyridin-3-yl)-1-ethylpyridin-2(1 H)-one (1.2 g, 95.9% yield).

Workup

filtrationThe resulting solid was collected by filtration
customdried under high vacuum for one day

Sources & evidence

ORD record: ord-806ea559014345609a342ae504db8eee
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178534B2

Reaction notes

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