HCID 69701672, Verbindung → HCID 69702611, Verbindung

HRID 1266047Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1266047
C([O:8][CH2:9][C@H:10]1[C:19]2[NH:18][C:17](=[O:20])[CH:16]=[CH:15][C:14]3=[CH:21][N:22]=[C:23]([C:24]4[CH:29]=[CH:28][C:27]([CH2:30][Cl:31])=[CH:26][CH:25]=4)[N:12]([C:13]=23)[CH2:11]1)C1C=CC=CC=1>C(Cl)Cl>[Cl:31][CH2:30][C:27]1[CH:28]=[CH:29][C:24]([C:23]2[N:12]3[CH2:11][C@@H:10]([CH2:9][OH:8])[C:19]4[NH:18][C:17](=[O:20])[CH:16]=[CH:15][C:14]([C:13]=43)=[CH:21][N:22]=2)=[CH:25][CH:26]=1

Komponenten

3

Edukt 1

HCID 69701672HCID 69701672, Verbindung

Produkt 1

HCID 69702611HCID 69702611, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of intermediate 238b (1.35 g, 3.12 mmol) in 75 mL of CH2Cl2 at 0° C., was added solid boron trichloride dimethylsulfide complex (2.75 g, 15.3 mmol) all at once. The reaction was stirred overnight, allowing to warm to room temperature. The reaction was quenched by addition to 400 mL of pH 7 phosphate buffer and 200 mL Et2O. After stirring overnight, the aqueous layer was extracted with EtOAc. The combined organic layers were dried (MgSO4), filtered and concentrated. The product was used without further purification. Obtained 680 mg (64%) of an off white solid.

Aufarbeitung

  1. customThe reaction was quenched by addition to 400 mL of pH 7 phosphate buffer and 200 mL Et2O
  2. stirringAfter stirring overnight
  3. extractionthe aqueous layer was extracted with EtOAc
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe product was used without further purification
  8. customObtained 680 mg (64%) of an off white solid

Quellen und Nachweise

ORD-Eintrag
ord-9f42617e297d46a7ae3337d52e1c0a53
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06548494B1

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