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HCID 86640829, Verbindung → HCID 59279578, Verbindung

HRID 1675764
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1675764
C([O:5][C:6](=[O:27])[CH2:7][N:8]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:10]2([CH2:15][CH2:14][N:13]([CH2:16][C:17]([F:20])([F:19])[F:18])[CH2:12][CH2:11]2)[CH2:9]1)(C)(C)C>C(Cl)Cl.C(C(O)=O)(F)(F)F>[F:19][C:17]([F:18])([F:20])[CH2:16][N:13]1[CH2:14][CH2:15][C:10]2([C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:8]([CH2:7][C:6]([OH:27])=[O:5])[CH2:9]2)[CH2:11][CH2:12]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 86640829HCID 86640829, Verbindung

Produkt 1

HCID 59279578HCID 59279578, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel2×

Versuchsvorschrift

A solution of tert-butyl[1′-(2,2,2-trifluoroethyl)spiro[indole-3,4′-piperidin]-1(2H)-yl]acetate (91.0 mg, 0.237 mmol) from Step B in CH2Cl2 (2 mL) and CF3CO2H (1 mL) was stirred at ambient temperature for 6 h. Added CF3CO2H (1 mL) and stirred 1 additional hour. The mixture was concentrated in vacuo. The crude product was partitioned between CH2Cl2 (20 mL) and saturated NaHCO3 (20 mL). The layers were separated and the aqueous layer was further extracted with CH2Cl2 (2×20 mL). The combined CH2Cl2 layers were dried over Na2SO4, filtered, and concentrated in vacuo to provide the title compound. MS: m/z=329 (M+1).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe crude product was partitioned between CH2Cl2 (20 mL) and saturated NaHCO3 (20 mL)
  3. customThe layers were separated
  4. extractionthe aqueous layer was further extracted with CH2Cl2 (2×20 mL)
  5. dry with materialThe combined CH2Cl2 layers were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-fac15a02f567406face6b56c6d7f27e6
Quelldatensatz
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08003792B2

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