تفاعل #41294

معادلة التفاعل

Methoxyacetyl chloride

(1R,2S)-1-{[1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-[4-(methylthio)phenyl]propan-2-amine hydrochloride

triethylamine

→

title compound

N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(4-methylsulfanylphenyl)propan-2-yl]-2-methoxy-acetamide

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched
2. 2
   workup.ADDITIONby adding water
3. 3
   workup.ADDITIONthe mixture was diluted with a small volume of MeCN so that a solution
4. 4
   أخرىwas obtained
5. 5
   أخرىThis crude mixture was purified by semi-preparative HPLC
6. 6
   أخرىFlow 10 mL/min, 20 min gradient of 20%-90% MeCN in water
7. 7
   تركيزconcentration until product
8. 8
   غسيلhad eluted

الإجراء التجريبي

Methoxyacetyl chloride (10 μL, 0.11 mmol) was added to a suspension of (1R,2S)-1-{[1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-[4-(methylthio)phenyl]propan-2-amine hydrochloride (40 mg, 0.09 mmol) and triethylamine (42 μL, 0.3 mmol) in THF (1 mL). The reaction was stirred at r.t. for 30 min and then quenched by adding water, the mixture was diluted with a small volume of MeCN so that a solution was obtained. This crude mixture was purified by semi-preparative HPLC using a Kromasil® C18 250×20 mm, 5 μm column. Flow 10 mL/min, 20 min gradient of 20%-90% MeCN in water followed by isocratic final concentration until product had eluted. UV=254 nm was used for detection. Fractions with product was combined and lyophilized to afford the title compound as a colourless solid. Yield 30 mg (69%).

المصدر