2-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-one → 2-t-butyl-4-chloro-5-[4-(2-diethylaminoethoxy)-alpha-methylbenzyloxy]-3(2H)-pyridazinone

HRID 1904247Notes

Reaction equation

HRID 1904247 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8](Cl)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[CH2:14]([N:16]([CH2:29][CH3:30])[CH2:17][CH2:18][O:19][C:20]1[CH:28]=[CH:27][C:23]([CH:24]([OH:26])[CH3:25])=[CH:22][CH:21]=1)[CH3:15]>>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:26][CH:24]([CH3:25])[C:23]2[CH:22]=[CH:21][C:20]([O:19][CH2:18][CH2:17][N:16]([CH2:29][CH3:30])[CH2:14][CH3:15])=[CH:28][CH:27]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 27822252-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-oneHCID 146718194-(2-Diethylaminoethoxy)-alpha-methylbenzyl alcohol

Product 1

HCID 146718202-t-butyl-4-chloro-5-[4-(2-diethylaminoethoxy)-alpha-methylbenzyloxy]-3(2H)-pyridazinoneYield 37.2%

Procedure

By using 1.0 g of 2-t-butyl-4,5-dichloro-3(2H)-pyridazinone and 1.1 g of 4-(2-diethylaminoethoxy)-α-methylbenzyl alcohol and similarly to the procedures in Preparation Example 1, a crude product was obtained. The crude product was then purified through column chromatography (eluting with chloroform/methanol=200/5) to obtain 710 mg of the aimed product as an oil.

Workup

  1. customsimilarly to the procedures in Preparation Example 1
  2. customa crude product was obtained
  3. customThe crude product was then purified through column chromatography (eluting with chloroform/methanol=200/5)

Sources & evidence

ORD record
ord-77c64679157842e7a44efead1b8dea5b
Source dataset
uspto-grants-1989_06
Patent number
US04837217

Reaction notes

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