Ethyl bromoacetate → HCID 86719804, Verbindung

HRID 1051520

Reaktionsgleichung

Reaktionsgleichung von HRID 1051520
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[CH:10]=[CH:9][NH:8][C:6]=2[N:7]=1.CC([O-])(C)C.[K+].Br[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>C1COCC1>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[CH:10]=[CH:9][N:8]([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:6]=2[N:7]=1

Komponenten

5

Edukt 3

HCID 7748Ethyl bromoacetateHCID 57067742-Chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 86719804HCID 86719804, VerbindungAusbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (1 g, 6.54 mmol) in 25 mL THF was added t-BuOK (1.1 g, 9.81 mmol) and ethyl 2-bromoacetate (1.31 g, 7.84 mmol). The mixture was stirred and heated to reflux temperature for 2 h. After cooling the mixture was extracted with EtOAc, washed with brine, dried over Na2SO4 and concentrated to yield a crude product which was used in next step without further purification (940 mg Yield 60%). LCMS (m/z): 240.1 (M+1).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux temperature for 2 h
  3. temperatureAfter cooling the mixture
  4. extractionwas extracted with EtOAc
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4beddd233ff74301a1a8c86918cba51d
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388173B2

Verknüpfte Notizen

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