반응 #50878

반응 방정식

dimethylamine

diacid

5-(3-(2-(7-CHLOROQUINOLIN-2-YL)ETHYL)PHENYL)-4,6-DITHIANONANEDIOIC ACID

2-chloro-1-methylpyridinium iodide

acetic acid

→

title compound

5-(3-(2-(7-CHLOROQUINOLIN-2-YL)ETHYL)PHENYL)-8-DIMETHYLCARBAMYL-4,6-DITHIAOCTANOIC ACID

용매

toluene

dichloromethane

acetonitrile

triethylamine

반응 조건

후처리

1. 1
   온도cooled to 0°
2. 2
   workup.STIRRINGThe reaction was stirred 2 hours at room temperature
3. 3
   workup.ADDITIONwas added
4. 4
   추출The mixture was extracted with ethyl acetate, which
5. 5
   건조was dried over sodium sulfate
6. 6
   기타evaporated
7. 7
   기타Purification of the residue by flash chromatography

실험 절차

To a suspension of diacid (Example 25) (0.3 g) in dichloromethane (20 mL), acetonitrile (5 mL) and triethylamine (200 μL) was added 2-chloro-1-methylpyridinium iodide (180 mg). The mixture was stirred 30 min, cooled to 0° and 0.32 mL of a 2M solution of dimethylamine in toluene was added. The reaction was stirred 2 hours at room temperature. The reaction mixture was poured onto NH4OAc buffer and acetic acid (5 mL) was added. The mixture was extracted with ethyl acetate, which was dried over sodium sulfate and evaporated. Purification of the residue by flash chromatography starting with 15% and finishing with 30% of THF in toluene containing 1% of acetic acid afforded the title compound.

출처