Hydrazine hydrate (1:1) → HCID 178514925, compound

HRID 1822201Notes

Reaction equation

HRID 1822201 reaction equation
O[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:4](=[O:21])[C:3]=1[C:22](=O)[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=1.O.[NH2:33][NH2:34]>C(O)C>[N+:18]([C:14]1[CH:13]=[C:12]([N:5]2[C:6]3[N:7]=[CH:8][CH:9]=[CH:10][C:11]=3[C:2]3[NH:33][N:34]=[C:22]([CH2:23][CH2:24][C:25]4[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=4)[C:3]=3[C:4]2=[O:21])[CH:17]=[CH:16][CH:15]=1)([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 673999274-hydroxy-1-(3-nitrophenyl)-3-[1-oxo-3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2(1H)-one

Product 1

HCID 178514925HCID 178514925, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 4-hydroxy-1-(3-nitrophenyl)-3-[1-oxo-3-(pyridin-4-yl)propyl]-1,8-naphthyridin-2 (1H)-one (416 mg, 1.0 mmol, prepared in Synthetic Example 4) in ethanol (15 ml) was added hydrazine monohydrate (80%, 180 μl, 4.5 mmol, 4.5 eq.), and the resultant mixture was treated in the same manner as in Example 1 to give 5-(3-nitrophenyl)-3-[2-(pyridin-4-yl)ethyl]-1H-pyrazolo[4,3-c][1,8]naphthyridin-4 (5H)-one (394 mg, 96%).

Sources & evidence

ORD record
ord-773f3062814a4c35b78656572fae5909
Source dataset
uspto-grants-2009_10
Patent number
US07608716B2

Reaction notes

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