Ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoate → 5-(4-Fluorophenyl)-1-(6-methoxy-3-pyridyl)pyrazole-3-carboxylic acid ethyl ester

HRID 1437254Notes

Reaction equation

HRID 1437254 reaction equation
[NH:1]([C:3]1[CH:4]=[CH:5][C:6]([O:9][CH3:10])=[N:7][CH:8]=1)[NH2:2].[CH2:11]([O:13][C:14](=[O:27])[C:15](=O)[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)=O)[CH3:12]>>[CH2:11]([O:13][C:14]([C:15]1[CH:16]=[C:17]([C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)[N:1]([C:3]2[CH:8]=[N:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=2)[N:2]=1)=[O:27])[CH3:12]

Participants

3

Reactant 2

HCID 596593Ethyl 4-(4-fluorophenyl)-2,4-dioxobutanoateHCID 222178535-Hydrazinyl-2-methoxypyridine

Product 1

HCID 579406805-(4-Fluorophenyl)-1-(6-methoxy-3-pyridyl)pyrazole-3-carboxylic acid ethyl ester

Procedure

The general procedure of Referential. Example 3-2) was repeated through use of the 5-hydrazino-2-methoxypyridine (1.0 g) prepared in Referential Example 2 and the 4-(4-fluorophenyl)-2,4-dioxobutanoic acid ethyl ester (1.88 g) prepared in Referential Example 134, to thereby give the title compound as an oily product (2.12 g, 86%).

Workup

  1. customprepared in Referential Example 2

Sources & evidence

ORD record
ord-53729d78da984abd80f1d159e19383a0
Source dataset
uspto-grants-2009_11
Patent number
US07622471B2

Reaction notes

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