(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine
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![(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/b1beae77630344f3b5e215b613af27db.png "(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine")
(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine
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CAS No:
151213-42-2
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Formula:
C7H14N2
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Chemical Name:
(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine
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Synonyms:
1H-Pyrrolo[3,4-b]pyridine,octahydro-,(4aR,7aR)-;1H-Pyrrolo[3,4-b]pyridine,octahydro-,(4aR-cis)-;(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine;[(4aR,7aR)-Octahydro-6H-pyrrolo[3,4-b]pyridine;(1R,6R)-2,8-Diazabicyclo[4.3.0]nonane;(4aS,7aS)-Octahydro-6H-Pyrrolo[3,4-b]pyridine;(4AR,7aR)-octahydro-1H-pyrrolo[3,4-b]pyridine
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CAS No:
(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine Use and Manufacturing
19.4 g (0.09 mol) [R, R] -8-Benzyl-2, 8-diazabicyclo [4.3. 0] nonan werden in 130 ml Methanol ueber 3.96 g Palladium auf Aktivkohle (5 percent) bei [90°C] und 90 bar innerhalb von 5 Stunden hydriert. Dann wird der Katalysator abgesaugt, mit Methanol ge- waschen und das Filtrat im Vakuum eingeengt. Der Rueckstand wird ohne zu frak- tionieren destilliert. Es werden 9.61 g (85 percent d. Th. ) Produkt erhalten. Siedepunkt : [45-58°C/0.] 08 mbar [[OC] D24= +2. 30°] (unverduennt)Example 10The preparation of (S, S)-2, 8-diazabicyclo [4.3.0]nonane (Formula I-a)Formula XII-a Formula I-a(S, S)-6-(toluene-4-sulfonyl)-octahydro-pyrrolo[3, 4-b]pyridine (20.1 g) is dissolved in hydrobromic acid (48percent, 130 ml). To the solution are added propionic acid (60 ml) and phenol (12.2 g) The mixture is heated to reflux for 6-7 hours. After completing the reaction the mixture is cooled to ambient temperature and concentrated to dryness.The residue is dissolved in water (100 ml), extracted with MTBE (100 ml) and re- extracted with ethyl acetate (100 ml). The aqueous solution is separated out, adjusted to pH = 11-12 by sodium hydroxide (40percent), saturated with sodium chloride, then extracted by chloroform (250 ml x 4). After conventional work up and distillation 7.3 g of oil is obtained (yield: 80.1percent). The 10gMXC -4 and isopropanol 80 ml feeding, heating to 80 degrees, dropping 12gL-tartaric acid and 12g water solution, the drop finishes 80 degrees insulation 15-20 minutes and then slow cooling to room temperature, stirring sleepovers filters after MXC tartrate by the whole number of tartrate add 80 ml water, dripping 10percent sodium hydroxide solution to adjust the PH=10 left and right, by adding dichloromethane 200 ml * 2 extraction, saturated brine organic layer 80 ml dry concentrated to obtained after washing 3.8gMXC pure product, GC purity 98.8percent.
Moxifloxacin intermediate, synthesis of moxifloxacin hydrochloride
Computed Properties
Molecular Weight:126.20
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:126.115698455
Monoisotopic Mass:126.115698455
Topological Polar Surface Area:24.1
Heavy Atom Count:9
Complexity:103
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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(4aR,7aR)-Octahydro-1H-pyrrolo[3,4-b]pyridine
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