HCID 59457665, Verbindung → HCID 59457731, Verbindung

HRID 2193744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2193744
[F:1][C:2]1[CH:30]=[C:29]([N+:31]([O-:33])=[O:32])[CH:28]=[CH:27][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH:15]=3)[S:13][C:6]=12>C(Cl)Cl>[F:1][C:2]1[CH:30]=[C:29]([N+:31]([O-:33])=[O:32])[CH:28]=[CH:27][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH:15]=3)[S:13][C:6]=12

Komponenten

3

Edukt 1

HCID 59457665HCID 59457665, Verbindung

Produkt 1

HCID 59457731HCID 59457731, VerbindungAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 4-(7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 267 (1 g, 2.13 mmol) in DCM (4.3 mL) TFA (4.3 mL) was added and the reaction mixture was stirred for 2 h at room temperature. The solvent was removed under reduced pressure, the residue was suspended in aqueous sodium bicarbonate, the mixture extracted with DCM, EtOAc and DCM; the combined organic phases were filtered and the recovered solids dried. The organic phase was dried over anhydrous Na2SO4, concentrated under reduced pressure and the residue was combined with the solid material obtained earlier to provide 268 (806 mg, 2.12 mmol, 100% yield) as a yellow solid. MS (m/z): (M+1) 372.1 (100%).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. extractionthe mixture extracted with DCM, EtOAc and DCM
  3. filtrationthe combined organic phases were filtered
  4. customthe recovered solids dried
  5. dry with materialThe organic phase was dried over anhydrous Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customobtained earlier

Quellen und Nachweise

ORD-Eintrag
ord-11359c2700b5458fb314039d2cc75d7c
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329726B2

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