Reaktion #2012724

Reaktionsgleichung

K2CO3

2-mercapto-N-(thiophen-2-ylmethyl)nicotinamide

1-(3-bromopropyl)-4-fluorobenzene

→

2-[3-(4-fluorophenyl)-propylsulfanyl]-N-(thiophen-2-yl-methyl) -pyridine-3-carboxylic acid amide

Ausbeute 74.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas carried out for a further 16 h at RT
3. 3
   EinengenThe mixture was then concentrated in vacuo
4. 4
   SonstigeThe organic phase was separated off
5. 5
   Extraktionthe aqueous phase was extracted again with EA
6. 6
   TrocknenThe combined organic phases were dried over MgSO4
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated in vacuo
9. 9
   SonstigeThe residue was purified by means of CC (EA/hex 1:2)

Vorschrift

227 mg (1.65 mmol) of K2CO3 were added to a solution of 375 mg (1.5 mmol) of 2-mercapto-N-(thiophen-2-ylmethyl)nicotinamide in DMF (6 ml) and stirring was carried out for 1 h at RT. 325 mg (1.5 mmol) of 1-(3-bromopropyl)-4-fluorobenzene were then added and stirring was carried out for a further 16 h at RT. The mixture was then concentrated in vacuo and the residue was taken up in an EA/water mixture. The organic phase was separated off and the aqueous phase was extracted again with EA. The combined organic phases were dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by means of CC (EA/hex 1:2), yielding 428 mg (1.1 mmol, 74%) of 2-[3-(4-fluorophenyl)-propylsulfanyl]-N-(thiophen-2-yl-methyl) -pyridine-3-carboxylic acid amide. MS: m/z 3871 [M+H]+.

Quelle