تفاعل #351801

معادلة التفاعل

(2R*,4S*)-2-benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine

triethylamine

1-chloro-N,N,2-trimethyl-1-propen-1-amine

1-naphthoic acid

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title compound

(2R*,4S*)-2-Benzyl-1-(1-naphthoyl)-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine

المذيبات

water

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىof dry
2. 2
   workup.STIRRINGAfter stirring at room temperature for 3 hours
3. 3
   أخرىthe organic phase is separated off
4. 4
   غسيلwashed twice more with water
5. 5
   تجفيفThe organic phases are dried over magnesium sulfate
6. 6
   أخرىevaporated to dryness
7. 7
   أخرىThe yellow oil is chromatographed on silica gel with methylene chloride/methanol/conc

الإجراء التجريبي

92 μl (0.655 mmol) of 1-chloro-N,N,2-trimethyl-1-propen-1-amine are added to a solution of 96 mg (0.561 mmol) of 1-naphthoic acid in 2 ml of dry, methylene chloride at 0°, and the mixture is stirred at 0° for 1 hour and at room temperature for 1 hour. Subsequently a solution of 200 mg (0.468 mmol) of (2R*,4S*)-2-benzyl-N-(4-quinolylmethyl)-N-trifluoroacetyl-4-piperidinamine and 130 μl (0.936 mmol) of triethylamine in 3 ml of methylene chloride is added dropwise over the course of 10 minutes to this yellow solution at room temperature. After stirring at room temperature for 3 hours, water is added, the organic phase is separated off and washed twice more with water. The organic phases are dried over magnesium sulfate and evaporated to dryness. The yellow oil is chromatographed on silica gel with methylene chloride/methanol/conc. ammonia (800:50:1). The title compound is obtained as yellow oil. TLC: methylene chloride/methanol/conc. ammonia (700:50:1) Rf =0.49, FD-MS: M+ =581.

المصدر