Reaktion #322318

Reaktionsgleichung

7-trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene

triethylamine

lithium chloride

HCl

3-methoxycarbonyl-1-bromobenzene

→

title product

7-(3-Methoxycarbonylphenyl)-1-(4-methyl-1-piperazinyl)-naphthalene

Lösungsmittel

DMF

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewith a heating time of 1.5 hours
2. 2
   Sonstigeat 120 to 130° C
3. 3
   SonstigeThe product obtained
4. 4
   Sonstigein yield as an oil which
5. 5
   SonstigeThe solid was collected under a nitrogen atmosphere
6. 6
   Sonstigerecrystallized from chloroform/ether for analysis

Vorschrift

The title product was prepared following the procedure of example 41 from 7-trimethylstannyl-1-(4-methyl-1-piperazinyl)-naphthalene (0.25 g, 0.67 mmol), 3-methoxycarbonyl-1-bromobenzene (0.16 g, 0.74 mmol), triethylamine (0.45 mL, 3.23 mmol), lithium chloride (0.088 g, 2.07 mmol), and bis (triphenylphosphine) palladium chloride (0.025 g, 0.036 mmol) in DMF (12.5 mL) with a heating time of 1.5 hours at 120 to 130° C. The product obtained was 0.15 g (63%) in yield as an oil which was converted to a hydrochloride salt with HCl gas in ether. The solid was collected under a nitrogen atmosphere and recrystallized from chloroform/ether for analysis: mp 201°-203° C.; 13C NMR δ 167.05, 147.37, 141.78, 137.80, 134.08, 131.87, 130.89, 129.57, 129.07, 128.63, 128.47, 126.28, 125.76, 125.02, 120.59, 116.85, 54.30, 52.33, 49.75, 43.70.

Quelle