Phosphorus oxychloride → 7-Bromo-1-chloro-6-methoxyisoquinoline

HRID 1095294

Reaktionsgleichung

Reaktionsgleichung von HRID 1095294
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=O)=[CH:4][C:3]=1[O:13][CH3:14].P(Cl)(Cl)([Cl:17])=O>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][N:8]=[C:9]2[Cl:17])=[CH:4][C:3]=1[O:13][CH3:14]

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 580051257-Bromo-6-methoxy-1(2H)-isoquinolinone

Produkt 1

HCID 595711467-Bromo-1-chloro-6-methoxyisoquinoline

Versuchsvorschrift

A mixture of the product from Step 2 (7-bromo-6-methoxyisoquinolin-1(2H)-one) (4.7 g, 18.5 mmol) in phosphorus oxychloride (30 mL) was heated to reflux for 2 hours and cooled to RT. The volatiles were then evaporated, and the residue was partitioned between 3 M NaOH and DCM. The organic phase was dried over Na2SO4; the solvent was evaporated; and the solid was triturated with Et2O (20 mL) and filtered to give a solid (3.75 g). LRMS ESI+ (M+H)+274.0.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. customThe volatiles were then evaporated
  4. customthe residue was partitioned between 3 M NaOH and DCM
  5. dry with materialThe organic phase was dried over Na2SO4
  6. customthe solvent was evaporated
  7. customand the solid was triturated with Et2O (20 mL)
  8. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-1c7f084ad557447b9e4b7da6550e61c7
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08138164B2

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