4-Isopropylbenzoyl chloride → 5-ethyl-6-[2-(4-isopropyl-phenyl)-benzoxazol-6-yl]-4,5-dihydro-2H-pyridazin-3-one

HRID 1619970Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH2:15][CH3:16])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][C:3]=1[OH:17].[CH:18]([C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=O)=[CH:23][CH:22]=1)([CH3:20])[CH3:19]>O1CCOCC1>[CH2:15]([CH:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]3[N:1]=[C:25]([C:24]4[CH:28]=[CH:29][C:21]([CH:18]([CH3:20])[CH3:19])=[CH:22][CH:23]=4)[O:17][C:3]=3[CH:4]=2)=[N:13][NH:12][C:11](=[O:14])[CH2:10]1)[CH3:16]

Participants

Conditions

Temperature: 200 °C

Procedure

200 mg (857 μmol) 6-(4-amino-3-hydroxy-phenyl)-5-ethyl-4,5-dihydro-2H-pyridazin-3-one are placed in 5 ml dioxane. 175 mg (958 μmol) 4-isopropyl-benzoyl chloride are added and the mixture is stirred for 15 min at 200° C. in the microwave. The solvent is eliminated by rotary evaporation in vacuo and the residue is separated through silica gel (eluant cyclohexane/EA).

Workup

customThe solvent is eliminated by rotary evaporation in vacuo
customthe residue is separated through silica gel (eluant cyclohexane/EA)

Sources & evidence

ORD record: ord-6e50bf15a5e04921a660f68950a6f548
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08772323B2

Reaction notes

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