Phosphoric Acid → HCID 178518347, Verbindung

HRID 2236800Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236800
[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24][CH2:23]2)=[CH:18][CH:17]=1.P(=O)(O)(O)O>CN(C)C=O>[I:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:15][C:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH2:23][CH2:24][NH:25][CH2:26][CH2:27]2)=[CH:20][CH:21]=1

Komponenten

4

Edukt 2

HCID 1004Phosphoric AcidHCID 178452239HCID 178452239, Verbindung

Produkt 1

HCID 178518347HCID 178518347, VerbindungAusbeute 24,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A N,N-dimethylformamide mixture (0.6 mL) of tert-butyl 4-(4-{[(Z)-(6-iodo-1,3-dioxo-2,3-dihydroisoquinolin-4(1H)-ylidene)methyl]amino}phenyl)piperazine-1-carboxylate (50 mg, 0.087 mmol) and concentrated phosphoric acid (0.6 mL) is heated at 60 C for 2 h. After evaporating to dryness, the residue is partitioned between methylene chloride and saturated sodium bicarbonate. The organic layer is washed with water, dried, and evaporated to yield 10 mg (24%) of the title compound as an orange solid. MS (ESI) m/z 475.2 (M+H)+1

Aufarbeitung

  1. customAfter evaporating to dryness
  2. customthe residue is partitioned between methylene chloride and saturated sodium bicarbonate
  3. washThe organic layer is washed with water
  4. customdried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-216c8b4dbb024ab2a5582657fd9dcd00
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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