Diethyl Malonate → HCID 58447952, Verbindung

HRID 592252Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 592252
Br[C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][S:11][CH2:10][CH2:9]2)=[N:6][CH:7]=1.[C:14]([O:22][CH2:23][CH3:24])(=[O:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C1(C2C=CC=CC=2)C=CC=CC=1P(C(C)(C)C)C(C)(C)C.C(O[Na])(C)(C)C>C1(C)C=CC=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[S:11]1[CH2:12][CH2:13][N:8]([C:5]2[N:6]=[CH:7][C:2]([CH:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:14]([O:22][CH2:23][CH3:24])=[O:21])=[CH:3][CH:4]=2)[CH2:9][CH2:10]1

Komponenten

7

Edukt 4

HCID 7761Diethyl MalonateHCID 27342152-(Di-tert-butylphosphino)biphenylHCID 177499624-(5-Bromopyridin-2-yl)thiomorpholineHCID 178418730sodium 2-methylpropan-2-olate

Produkt 1

HCID 58447952HCID 58447952, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
98 °C

Versuchsvorschrift

A mixture of 4-(5-bromopyridin-2-yl)thiomorpholine 219-2 (2.37 g, 9.15 mmol), diethyl malonate (2.04 g, 12.8 mmol), Pd(OAc)2 (102 mg, 0.46 mmol), biphenyl-2-yl-di-tert-butylphosphine (270 mg, 0.9 mmol) and t-BuONa (1.76 g, 18.3 mmol) in toluene (45 ml) was stirred under argon at 98° C. for 1 hour. After cooled to room temperature, the mixture was filtered through celite and washed with ethyl acetate. The filtrate was evaporated and the residue was subjected to silica gel column chromatography to give diethyl 2-(6-thiomorpholinopyridin-3-yl)malonate 219-3.

Aufarbeitung

  1. temperatureAfter cooled to room temperature
  2. filtrationthe mixture was filtered through celite
  3. washwashed with ethyl acetate
  4. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d6262110b13f4d77863b27e4a8985fe4
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238646B2

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