4-(3-Fluorophenyl)butan-2-one → 4-[N'-(1-methyl-3-(3-fluorophenyl)-propylidene)-hydrazino]-1H-pyridin-2-one

HRID 1686022Notes

Reaction equation

HRID 1686022 reaction equation
[NH:1]([C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1)[NH2:2].[F:10][C:11]1[CH:12]=[C:13]([CH:19]=[CH:20][CH:21]=1)[CH2:14][CH2:15][C:16](=O)[CH3:17]>>[CH3:17][C:16](=[N:2][NH:1][C:3]1[CH:8]=[CH:7][NH:6][C:5](=[O:9])[CH:4]=1)[CH2:15][CH2:14][C:13]1[CH:19]=[CH:20][CH:21]=[C:11]([F:10])[CH:12]=1

Participants

3

Reactant 2

HCID 2548094-(3-Fluorophenyl)butan-2-oneHCID 136108294-Hydrazinylpyridin-2(1H)-one

Product 1

HCID 866631464-[N'-(1-methyl-3-(3-fluorophenyl)-propylidene)-hydrazino]-1H-pyridin-2-one

Procedure

In accordance with the same procedures as in Step 2 of Preparation 1, except for using 4-hydrazino-1H-pyridin-2-one (5.39 g, 43.1 mmol) prepared in Step 1 of Preparation 1 and 3-fluorobenzylacetone (9.82 ml, 65.1 mmol), the titled compound was obtained as a white solid. (Yield: 63.4%) The product was used in the subsequent reaction without further purification.

Workup

  1. customIn accordance with the same procedures as in Step 2 of Preparation 1

Sources & evidence

ORD record
ord-309c57b3ae75447b86efa4ae24b5c076
Source dataset
uspto-grants-2012_04
Patent number
US08148529B2

Reaction notes

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