Sodium Carbonate → 1-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol

HRID 1059137Notes

Reaction equation

HRID 1059137 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:13]2[N:14]=[CH:15][N:16]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:17]=2)([OH:12])[CH:9]([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[Cl:37][C:38]1[CH:43]=[CH:42][C:41](B(O)O)=[CH:40][CH:39]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Cl:37][C:38]1[CH:43]=[CH:42][C:41]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([C:13]3[N:14]=[CH:15][N:16]([C:18]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH:17]=3)([OH:12])[CH:9]([CH3:10])[CH3:11])=[CH:4][CH:3]=2)=[CH:40][CH:39]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 742994-Chlorophenylboronic acidHCID 120433871-(4-bromophenyl)-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol

Product 1

HCID 120433891-(4'-chloro[1,1'-biphenyl]-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanolYield 79.7%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

By the reaction in the same manner as in Example 4-(ii) using 1-(4-bromophenyl)-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol (3.60 g), 4-chlorophenylboronic acid (1.68 g), 2M aqueous sodium carbonate solution (26.8 ml) and tetrakis(triphenylphosphine)palladium(0) (387 mg), the title compound (3.04 g) was obtained as colorless needle crystals.

Workup

  1. customBy the reaction in the same manner as in Example

Sources & evidence

ORD record
ord-8929565e730248249de825650200082a
Source dataset
uspto-grants-2003_02
Patent number
US06518257B1

Reaction notes

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