Boron tribromide → HCID 87364811, Verbindung

HRID 2038463Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2038463
[F:1][C:2]([F:19])([F:18])[C:3]([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16]C)[CH2:6]1)=[O:4].B(Br)(Br)Br.C([O-])(O)=O.[Na+]>C(Cl)Cl>[F:19][C:2]([F:1])([F:18])[C:3]([N:5]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[OH:16])[CH2:6]1)=[O:4]

Komponenten

5

Edukt 3

HCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 584046022,2,2-Trifluoro-1-[3-(2-methoxyphenyl)pyrrolidin-1-yl]ethan-1-one

Produkt 1

HCID 87364811HCID 87364811, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To the title compound of Example 43 Step A (1.2 g, 4.4 mmol) in CH2Cl2 (15 mL) at 0° C. was added BBr3 (1 M in CH2Cl2, 9.8 mL, 9.8 mmol). After warming to rt and allowing to stir for 18 h, sat'd NaHCO3 (aq.) was added slowly. The reaction was then extracted with CH2Cl2. The combined organic layers were dried and used in the next step without further purification. MS (ESI): mass calcd. for C12H12F3NO2, 259.2; m/z found, 260.1 [M+H]+. 1H NMR (CDCl3): 7.22-7.11 (m, 2H), 6.97-6.88 (m, 1H), 6.87-6.77 (m, 1H), 4.26-4.14 (m, 1H), 4.04-3.94 (m, 0.5H), 3.93-3.84 (m, 0.5H), 3.82-3.71 (m, 1H), 3.70-3.53 (m, 2H), 2.44-2.26 (m, 1.5H), 2.25-2.13 (m, 0.5H).

Aufarbeitung

  1. extractionThe reaction was then extracted with CH2Cl2
  2. customThe combined organic layers were dried
  3. customused in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2fe181753c104fabb73a096fea2d6b83
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575364B2

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