5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole synthesis
- Product Name:5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-7-carbonitrile-1H-indole
- CAS Number:239463-72-0
- Molecular formula:C22H25N3O2
- Molecular Weight:363.45
![5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate](/CAS/20180808/GIF/239463-85-5.gif)
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Yield:239463-72-0 99%
Reaction Conditions:
with sodium carbonate in water;ethyl acetate; for 2 h;Large scale;
Steps:
1.1; 2.1; 3.1; 4.1; 5.1; 6.1 First Step: Preparation of 5 - [(2R) -2-aminopropyl] -2,3-dihydro-1- [3- (benzoyloxy) propyl] -1H-indole-7-carbonitrile
1. 80L water was added 200L reactor, adding sodium carbonate 6.2Kg stirring to clarify;2. Add ethyl acetate 50L, stirring,10 Kg of 5 - [(2R) -2-aminopropyl] -2,3-dihydro-1- [3- (benzoyloxy) propyl] -1H-indole-7-carbonitrile tartarate was added, Stir for 2 hours;3. Let stand liquid, the aqueous phase was extracted once with 20 L of ethyl acetate, the combined organic phase;The organic phase was washed twice with 15 L of saturated brine and the organic phase was dried over anhydrous sodium sulfate for 4 hours.5. Suction filtration, desiccant was washed with ethyl acetate; the solvent was dried under reduced pressure to give an oil 7Kg,Is 5 - [(2R) -2-aminopropyl] -2,3-dihydro-1- [3- (benzoyloxy) propyl] -1H-indole-7-carbonitrile, 99%.
References:
CN106995399,2017,A Location in patent:Paragraph 0044-0049; 0079-0084; 0114-0119; 0149-0154
![1-[3-(benzoyloxy)propyl]-2,3-dihydro -5-(2-oxopropyl) -7-carbonitrile - 1H-indole](/CAS/20200515/GIF/350797-57-8.gif)
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![5-(2-Aminopropyl)-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile](/CAS/20150408/GIF/1338365-54-0.gif)
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