Ammonium Chloride → 7-(4-amino-2-fluorophenoxy)-N-(3-methoxyphenyl)thieno[3,2-b]pyridin-2-amine

HRID 1711114Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1711114
[F:1][C:2]1[CH:26]=[C:25]([N+:27]([O-])=O)[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=3)[S:13][C:6]=12.[NH4+].[Cl-]>[Fe].CCO.O>[NH2:27][C:25]1[CH:24]=[CH:23][C:3]([O:4][C:5]2[CH:10]=[CH:9][N:8]=[C:7]3[CH:11]=[C:12]([NH:14][C:15]4[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=4)[S:13][C:6]=23)=[C:2]([F:1])[CH:26]=1

Komponenten

5

Edukt 2

HCID 25517Ammonium ChlorideHCID 594576847-(2-fluoro-4-nitrophenoxy)-N-(3-methoxyphenyl)thieno[3,2-b]pyridin-2-amine

Produkt 1

HCID 594577377-(4-amino-2-fluorophenoxy)-N-(3-methoxyphenyl)thieno[3,2-b]pyridin-2-amineAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

A solution of 448 (408 mg, 0.99 mmol) and NH4Cl (45 mg, 084 mmol) in 2:1 mixture of EtOH/water (15 mL) was treated with iron powder (472 mg, 8.43 mmol) and heated to reflux under vigorous stirring for 1 hour. The reaction mixture was then filtered through celite and concentrated yielding 449 which was used without further purification (278 mg, 74% yield). LCMS: (M+H) 382.0.

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux
  3. filtrationThe reaction mixture was then filtered through celite
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-102ec537e43b44b09bd5674f69c93863
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790729B2

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