4-tert-Butylphenylboronic acid → HCID 178440745, compound

HRID 2240701Notes

Reaction equation

HRID 2240701 reaction equation
Br[C:2]1[CH:30]=[CH:29][C:5]([CH2:6][C:7]2[NH:8][C:9]([C:20]3[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=3)=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=3[Cl:19])[N:11]=2)=[CH:4][CH:3]=1.[C:31]([C:35]1[CH:40]=[CH:39][C:38](B(O)O)=[CH:37][CH:36]=1)([CH3:34])([CH3:33])[CH3:32]>>[C:31]([C:35]1[CH:40]=[CH:39][C:38]([C:2]2[CH:3]=[CH:4][C:5]([CH2:6][C:7]3[NH:8][C:9]([C:20]4[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=4)=[C:10]([C:12]4[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=4[Cl:19])[N:11]=3)=[CH:29][CH:30]=2)=[CH:37][CH:36]=1)([CH3:34])([CH3:33])[CH3:32]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 178526558HCID 178526558, compound

Product 1

HCID 178440745HCID 178440745, compound

Procedure

2-(4-Bromo-benzyl)-4-(2,4-dichloro-phenyl)-5-(4-nitro-phenyl)-1H-imidazole (prepared according to general procedure A) (1.0 g, 2 mmol) was treated as described in general procedure G using 4-tert-butylphenylboronic acid (712 mg, 4 mmol) to give 2-(4′-tert-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-5-(4-nitro-phenyl)-1H-imidazole, which was treated as described in general procedure L using 2-(trimethylsilyl)ethoxymethyl chloride (0.7 mL, 4 mmol) to give 2-(4′-tert-butyl-biphenyl-4-ylmethyl)-4-(2,4-dichloro-phenyl)-5-(4-nitro-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H -imidazole.

Sources & evidence

ORD record
ord-dc6ad1bbe6dd4b32b19c489421633581
Source dataset
uspto-grants-2010_05
Patent number
US07723369B2

Reaction notes

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