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Hydrochloric Acid → 1-((3R,4R)-3-amino-4-methoxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone

HRID 1666677
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1666677
[CH3:1][O:2][C@H:3]1[C@H:7]([NH:8]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:6][N:5]([C:28](=[O:41])[CH2:29][C:30]2[CH:35]=[CH:34][C:33]([O:36][C:37]([F:40])([F:39])[F:38])=[CH:32][CH:31]=2)[CH2:4]1.Cl>C(OCC)C>[NH2:8][C@H:7]1[C@H:3]([O:2][CH3:1])[CH2:4][N:5]([C:28](=[O:41])[CH2:29][C:30]2[CH:31]=[CH:32][C:33]([O:36][C:37]([F:38])([F:39])[F:40])=[CH:34][CH:35]=2)[CH2:6]1
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Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 674430721-((3R,4R)-3-Methoxy-4-(tritylamino)pyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone

Produkt 1

HCID 579701661-((3R,4R)-3-amino-4-methoxypyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanoneAusbeute 94,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

1-((3R,4R)-3-Methoxy-4-(tritylamino)pyrrolidin-1-yl)-2-(4-trifluoromethoxyphenyl)ethanone (0.65 g) was dissolved in diethyl ether (5 mL), followed by addition of 5 M hydrochloric acid (5 mL), and the mixture was stirred at room temperature for 17 h. The layers were separated, and the aqueous layer was washed with diethyl ether, 1 M aqueous sodium hydroxide was added to make it basic, and the mixture was extracted with chloroform. The organic layer was dried with anhydrous magnesium sulfate, the desiccant was removed by filtration, and then the filtrate was concentrated under reduced pressure to obtain the title compound (0.35 g).

Aufarbeitung

  1. customThe layers were separated
  2. washthe aqueous layer was washed with diethyl ether, 1 M aqueous sodium hydroxide
  3. additionwas added
  4. extractionthe mixture was extracted with chloroform
  5. dry with materialThe organic layer was dried with anhydrous magnesium sulfate
  6. customthe desiccant was removed by filtration
  7. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7e5e8d755cf04ed3aa377cd520e071b6
Quelldatensatz
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08044068B2

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