Sodium Carbonate → HCID 18668589, compound

HRID 1059153Notes

Reaction equation

HRID 1059153 reaction equation
Br[C:2]1[CH:3]=[C:4]([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:5]=[CH:6][CH:7]=1.[F:37][C:38]1[CH:39]=[C:40](B(O)O)[CH:41]=[CH:42][CH:43]=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>[F:37][C:38]1[CH:43]=[C:42]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([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:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH:17]=3)([OH:12])[CH:9]([CH3:11])[CH3:10])[CH:3]=2)[CH:41]=[CH:40][CH:39]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 27339863-Fluorophenylboronic acidHCID 186685221-(3-bromophenyl)-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol

Product 1

HCID 18668589HCID 18668589, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

By the reaction in the same manner as in Example 4-(ii) using 1-(3-bromophenyl)-(1-trityl-1H-imidazol-4-yl)-2-methyl-1-propanol (2.62 g), 3-fluorophenylboronic acid (1.09 g), 2M aqueous sodium carbonate solution (19.5 ml) and tetrakis(triphenylphosphine)palladium(0) (281 mg), the yellow amorphous title compound (2.55 g) was obtained.

Workup

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

Sources & evidence

ORD record
ord-bbd3ed953d02456d91037df31ac1a733
Source dataset
uspto-grants-2003_02
Patent number
US06518257B1

Reaction notes

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