Reaktion #2012727

Reaktionsgleichung

HATU

NEt3

2-(3-(4-fluorophenyl)propylthio)nicotinic acid

3,3-dimethyl-butylamine

→

N-(3,3-dimethyl-butyl)-2-[3-(4-fluorophenyl)-propylsulfanyl]-pyridine-3-carboxylic acid amide

Ausbeute 67.0%

Lösungsmittel

EA

hexane EA

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic phase was separated off
2. 2
   Waschenwashed with a 1M aq. Na2CO3 sol.
3. 3
   Trocknena 4M aq. NH4Cl sol., dried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated in vacuo

Vorschrift

274 mg (0.72 mmol) of HATU and 100 ml (0.72 mmol) of NEt3 were added to a solution of 200 mg (0.69 mmol) of 2-(3-(4-fluorophenyl)propylthio)nicotinic acid and 92 ml (0.69 mmol) of 3,3-dimethyl-butylamine in THF (11 ml), and the mixture was stirred for 16 h at RT. Dilution with EA was then carried out. The organic phase was separated off, washed with a 1M aq. Na2CO3 sol. and a 4M aq. NH4Cl sol., dried over MgSO4, filtered and concentrated in vacuo. CC (hexane/EA 2:1) of the residue yielded 173 mg (0.46 mmol, 67%) of N-(3,3-dimethyl-butyl)-2-[3-(4-fluorophenyl)-propylsulfanyl]-pyridine-3-carboxylic acid amide. MS: m/z 375.2 [M+H]+.

Quelle