Sodium Hydroxide → 6-Chloro-3-((6-fluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine

HRID 69285Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 69285
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH:11]([C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][C:21]=3[F:22])[N:18]([CH3:23])[N:17]=[CH:16]4)O)=[CH:9][N:10]=2)[N:7]=1.[I-].O[PH2]=O.[OH-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH2:11][C:13]3[CH:14]=[C:15]4[C:19](=[CH:20][C:21]=3[F:22])[N:18]([CH3:23])[N:17]=[CH:16]4)=[CH:9][N:10]=2)[N:7]=1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 30165Iodide IonHCID 4124402Phosphinic AcidHCID 58147531(6-chloroimidazo[1,2-b]pyridazin-3-yl)(6-fluoro-1-methyl-1H-indazol-5-yl)methanol

Produkt 1

HCID 581906096-Chloro-3-((6-fluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

(rac)-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(6-fluoro-1-methyl-1H-indazol-5-yl)-methanol (Stage 278.4, 1 g, 3.01 mmol) was dissolved in acetic acid (80 mL) and introduced in 4 microwave reactors. Iodide (956 mg×4, 15.07 mmol), followed by H3PO2 50% (1.2 m×4, 45.2 mmol) were then added into each reactor. Then they were submitted to microwave irradiations 5 min at 150° C. After combination, it was basified by a 2.5 M NaOH solution and extracted twice with EtOAc. The organics were joined and washed with brine, dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O to afford the title compound (tR 1.26 min (conditions 2), MH+=316)

Aufarbeitung

  1. additionintroduced in 4 microwave reactors
  2. additionwere then added into each reactor
  3. customirradiations 5 min
  4. customat 150° C
  5. extractionextracted twice with EtOAc
  6. washwashed with brine
  7. dry with materialdried over Na2SO4
  8. customthe solvent was removed
  9. customThe residue was triturated with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-f95561dc4ab84e8e9be628eb3538e30f
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822468B2

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