Reacción #50871

Ecuación de reacción

triethylamine

ammonia

diacid

5-(3-(7-chloroquinolin-2-ylmethylthio)phenyl)-4,6-dithianonanedioic acid

2-chloro-1-methylpyridinium iodide

→

title compound

8-CARBAMYL-5-(3-(7-CHLOROQUINOLIN-2-YLMETHYLTHIO)PHENYL)-4,6-DITHIAOCTANOIC ACID

Disolventes

ether

dichloromethane

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadoit was washed
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   Secadodried over sodium sulfate
4. 4
   Filtraciónfiltered
5. 5
   Otroevaporated to dryness
6. 6
   OtroPurification by chromatography

Procedimiento

To 500 mg of diacid (Example 20, Step 4) in dichloromethane (39 mL) and acetonitrile (9.9 mL) at 0° C. was added 2-chloro-1-methylpyridinium iodide (315 mg). After 15 min triethylamine (170 μL) and 10 mL of a saturated solution of ammonia in ether were added. The solution was stirred 1 hr at room temperature then it was washed with acidified 25% ammonium acetate, extracted with ethyl acetate, dried over sodium sulfate, filtered and evaporated to dryness. Purification by chromatography afforded the title compound.

Fuente