Benzoyl chloride → HCID 67605943, Verbindung

HRID 1619560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1619560
[NH2:1][CH:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]([O:5][C@@H:6]1[CH:11]2[CH2:12][CH2:13][N:8]([CH2:9][CH2:10]2)[CH2:7]1)=[O:4].C(N(CC)CC)C.[C:27](Cl)(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(Cl)Cl>[C:27]([NH:1][CH:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:3]([O:5][C@@H:6]1[CH:11]2[CH2:10][CH2:9][N:8]([CH2:13][CH2:12]2)[CH2:7]1)=[O:4])(=[O:34])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

Komponenten

5

Edukt 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 59401091(R)-quinuclidin-3-yl 2-amino-2-phenylacetate

Produkt 1

HCID 67605943HCID 67605943, VerbindungAusbeute 50,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate (I30) (100 mg, 0.38 mmol) in DCM (4 ml) and triethylamine (0.08 ml, 0.58 mmol), was added benzoyl chloride (58.0 μl, 0.50 mmol). The reaction was stirred at RT for 1.5 hours, and then the volatiles were evaporated. The crude was purified by flash chromatography (DCM/MeOH/NH4OH=95/5/0.3) to obtain (R)-quinuclidin-3-yl 2-benzamido-2-phenylacetate (70 mg; 50% yield).

Aufarbeitung

  1. customthe volatiles were evaporated
  2. customThe crude was purified by flash chromatography (DCM/MeOH/NH4OH=95/5/0.3)

Quellen und Nachweise

ORD-Eintrag
ord-4b7655d4584044a4944ec3e593a07eb6
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772314B2

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