Diisopropylethylamine → HCID 10223378, compound

HRID 1593531Notes

Reaction equation

Br[CH:2]([CH3:13])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])=O.[Cl:14][C:15]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:16]=1[C:22]1([C:25]([NH2:27])=[NH:26])[CH2:24][CH2:23]1.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:12][C:6]1[CH:7]=[C:8]([Cl:11])[CH:9]=[CH:10][C:5]=1[C:3]1[N:27]=[C:25]([C:22]2([C:16]3[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:15]=3[Cl:14])[CH2:24][CH2:23]2)[NH:26][C:2]=1[CH3:13]

Participants

Conditions

Temperature: 85 °C

Procedure

2-Bromo-1-(2,4-dichloro-phenyl)-propane-1-one (28.2 mg, 0.1 mmol), (1-(2,4-Dichloro-phenyl)-cyclopropanecarboxamidine (22.9 mg, 0.1 mmol) and Huenigs Base (20 μl, 0.1 mmol) were dissolved in 1 mL dry DMF and stirred for 12 hours at 85° C. The crude reaction mixture was purified by reversed phase chromatography to provide 4-(2,4-Dichloro-phenyl)-2-[1-(2,4-dichloro-phenyl)-cyclopropyl]-5-methyl-1H-imidazole. (3.9 mg, 9.5%). ESI MS m/z=411.2, 413.2.

Workup

customThe crude reaction mixture
customwas purified by reversed phase chromatography

Sources & evidence

ORD record: ord-a89d7940fc2e4abdbd2bdb635afa4482
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07297708B2

Reaction notes

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