Potassium Carbonate → HCID 58034515, Verbindung

HRID 1914821Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1914821
[Cl:1][C:2]1[C:7]([NH:8]C(=O)OC(C)(C)C)=[C:6]([CH:16]=O)[CH:5]=[CH:4][N:3]=1.[C:18]1([CH2:24][C:25]([C:27]2[CH:32]=[CH:31][C:30]([C:33]3([NH:37][C:38](=[O:44])[O:39][C:40]([CH3:43])([CH3:42])[CH3:41])[CH2:36][CH2:35][CH2:34]3)=[CH:29][CH:28]=2)=O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[C:7]=1[N:8]=[C:25]([C:27]1[CH:32]=[CH:31][C:30]([C:33]3([NH:37][C:38](=[O:44])[O:39][C:40]([CH3:42])([CH3:43])[CH3:41])[CH2:34][CH2:35][CH2:36]3)=[CH:29][CH:28]=1)[C:24]([C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[CH:16]2

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 57805516tert-Butyl {1-[4-(phenylacetyl)phenyl]cyclobutyl}carbamateHCID 58034339tert-Butyl (2-chloro-4-formylpyridin-3-yl)carbamate

Produkt 1

HCID 58034515HCID 58034515, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of tert-butyl (2-chloro-4-formylpyridin-3-yl)carbamate (7-3) (300 mg, 1.17 mmol), tert-butyl {1-[4-(phenylacetyl)phenyl]cyclobutyl}carbamate (4-1) (427 mg, 1.17 mmol) and potassium carbonate (485 mg, 3.51 mmol) in DMF (10 mL) was stirred at 120° C. for 15 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed with water, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (hexane-EtOAc) to give tert-butyl {1-[4-(8-chloro-3-phenyl-1,7-naphthyridin-2-yl)phenyl]cyclobutyl}carbamate (7-4) as a pale yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel chromatography (hexane-EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-66d1d7325bce42c9a4f85efebaa68ca5
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08614221B2

Notizen zur Reaktion

Wird geladen…