Water → HCID 57378888, Verbindung

HRID 72554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 72554
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:23]2[CH2:27][CH2:26][CH:25]([O:28][C:29]3[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:31][CH:30]=3)[CH2:24]2)=[C:6]([CH:22]=1)[C:7]([NH:9][C@H:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=1)[CH3:11])=[O:8].O>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:23]2[CH2:27][CH2:26][CH:25]([O:28][C:29]3[CH:30]=[CH:31][C:32]([C:35]([F:36])([F:38])[F:37])=[CH:33][CH:34]=3)[CH2:24]2)=[C:6]([CH:22]=1)[C:7]([NH:9][C@H:10]([C:12]1[CH:21]=[CH:20][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1)[CH3:11])=[O:8]

Komponenten

4

Edukt 2

HCID 962WaterHCID 67958125methyl 4-((1S)-1-(5-chloro-2-(3-(4-(trifluoromethyl)phenoxy)pyrrolidin-1-yl)nicotinamido)ethyl)benzoate

Produkt 1

HCID 57378888HCID 57378888, VerbindungAusbeute 82,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-((1S)-1-(5-chloro-2-(3-(4-(trifluoromethyl)phenoxy)pyrrolidin-1-yl)nicotinamido)ethyl)benzoate (D191) (50 mg, 0.091 mmol) in 1,4-dioxane (3 ml) and water (1 ml) lithium hydroxide monohydrate (5.8 mg, 0.14 mmol) was added and the resulting mixture was stirred at room temperature for 2 days. Solvents were evaporated in vacuo. The residue was diluted with water (5 ml) and 1M HCl (15 ml) and extracted with ethylacetate (3×20 ml). Collected organics, after solvent evaporation, afforded the title compound (E57) (40 mg).

Aufarbeitung

  1. customSolvents were evaporated in vacuo
  2. additionThe residue was diluted with water (5 ml) and 1M HCl (15 ml)
  3. extractionextracted with ethylacetate (3×20 ml)
  4. customCollected organics, after solvent evaporation

Quellen und Nachweise

ORD-Eintrag
ord-0926bb11c5c24e0ba2f8bae06d528937
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828987B2

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