1,2-Dimethoxyethane → HCID 57668739, compound

HRID 2262374Notes

Reaction equation

HRID 2262374 reaction equation
Br[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.[C:9]1([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:14]=[CH:13][CH:12]=[C:11](B(O)O)[CH:10]=1.C([O-])([O-])=O.[K+].[K+].COCCOC>O>[C:9]1([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:14]=[CH:13][CH:12]=[C:11]([C:2]2[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=2)[CH:10]=1

Participants

6

Reactant 4

HCID 80711,2-DimethoxyethaneHCID 11430Potassium CarbonateHCID 27340872-Bromo-4-methylpyridineHCID 2734315(3-Phenylphenyl)boronic acid

Product 1

HCID 57668739HCID 57668739, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9.0 g (0.05 mol) of 2-bromo-4-methylpyridine, 12.0 g (0.06 mol) of 3-biphenylboronic acid, 1.7 g (0.0015 mol) of Pd(Ph3)4, 19.0 g (0.135 mol) of K2CO3, 50 mL of DME and 50 mL of water. The reaction mixture was refluxed for 20 hours and separated on silica gel column. MS confirmed the desired product.

Workup

  1. temperatureThe reaction mixture was refluxed for 20 hours
  2. customseparated on silica gel column

Sources & evidence

ORD record
ord-f037160cca6f4f488ffb589a422e5f1d
Source dataset
uspto-grants-2010_12
Patent number
US07851072B2

Reaction notes

Loading…