Hydrazine hydrate (1:1) → 6,6-Dimethyl-3-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-6,7-dihydro-5H-cyclopenta[c]pyridazine

HRID 2243941Notes

Reaction equation

HRID 2243941 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:6][C:5](=O)[C:4](=O)[CH2:3]1.COP([CH2:16][C:17]([C:19]1[CH:20]=[N:21][N:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:23]=1[CH3:24])=O)(=O)OC.O.[NH2:32][NH2:33]>>[CH3:1][C:2]1([CH3:9])[CH2:6][C:5]2[N:32]=[N:33][C:17]([C:19]3[CH:20]=[N:21][N:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:23]=3[CH3:24])=[CH:16][C:4]=2[CH2:3]1

Participants

4

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 142896544,4-Dimethylcyclopentane-1,2-dioneHCID 86609911[2-(5-Methyl-1-phenyl-1H-pyrazol-4-yl)-2-oxo-ethyl]-phosphonic acid dimethyl ester

Product 1

HCID 160637106,6-Dimethyl-3-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-6,7-dihydro-5H-cyclopenta[c]pyridazine

Procedure

light yellow crystalline solid. MS (ESI): 305.2 (MH+). Prepared from 4,4-dimethyl-cyclopentane-1,2-dione (synthesis described in: J. Chem. Soc., 121, 1922, p523), [2-(5-Methyl-1-phenyl-1H-pyrazol-4-yl)-2-oxo-ethyl]-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-ddd825dfbd8244ac8d922177caa0249f
Source dataset
uspto-grants-2010_03
Patent number
US07678795B2

Reaction notes

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