Pyridinium chloride → 5-(1-(2,6-diisopropylphenyl)-1H-imidazol-2-yl)-[1,1'-biphenyl]-3-ol

HRID 539459Notes

Reaction equation

[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]1[CH:17]=[CH:16][N:15]=[C:14]1[C:18]1[CH:19]=[C:20]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:21]=[C:22]([O:24]C)[CH:23]=1)([CH3:3])[CH3:2].Cl.N1C=CC=CC=1>O>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]1[CH:17]=[CH:16][N:15]=[C:14]1[C:18]1[CH:23]=[C:22]([OH:24])[CH:21]=[C:20]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[CH:19]=1)([CH3:2])[CH3:3]

Participants

Conditions

Temperature: 190 °C

Procedure

To a 250 mL round bottom flask was added 1-(2,6-diisopropylphenyl)-2-(5-methoxy-[1,1′-biphenyl]-3-yl)-1H-imidazole (6.9 g, 16.81 mmol) and pyridine hydrochloride (15.85 g, 134 mmol). The reaction mixture was heated to 190° C. under a nitrogen atmosphere. After 4 hours the reaction mixture was cooled and water was added. A gray solid was filtered off and washed with water. The solid was dried under vacuum and 5.7 g of product was obtained.

Workup

temperatureAfter 4 hours the reaction mixture was cooled
filtrationA gray solid was filtered off
washwashed with water
customThe solid was dried under vacuum

Sources & evidence

ORD record: ord-f3f14c5ba8674a21aec101d2884833f3
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871361B2

Reaction notes

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