2-(5-(1,3-Dioxan-2-yl)pyridin-2-yl)-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine → 6-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)nicotinaldehyde

HRID 409968

Reaktionsgleichung

[O:1]1CCCO[CH:2]1[C:7]1[CH:8]=[CH:9][C:10]([C:13]2[S:21][C:20]3[C:15](=[N:16][CH:17]=[CH:18][C:19]=3[O:22][C:23]3[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][C:24]=3[F:32])[CH:14]=2)=[N:11][CH:12]=1>C(O)(=O)C.O>[F:32][C:24]1[CH:25]=[C:26]([N+:29]([O-:31])=[O:30])[CH:27]=[CH:28][C:23]=1[O:22][C:19]1[CH:18]=[CH:17][N:16]=[C:15]2[CH:14]=[C:13]([C:10]3[CH:9]=[CH:8][C:7]([CH:2]=[O:1])=[CH:12][N:11]=3)[S:21][C:20]=12

Komponenten

Reaktionsbedingungen

Temperatur: 90 °C

Versuchsvorschrift

A suspension of 318 (2.64 g, 5.82 mmol) in 80% aqueous acetic acid (42 mL) was heated at 90° C. for 18 h. The reaction mixture was cooled to r.t. and diluted with water. The resulting precipitate was collected by suction filtration. The solid was transferred to a round-bottomed flask, the remaining water was removed by azeotropic distillation with toluene (4 times), and the solid dried in vacuo yielding 325 (1.76 g, 76%). LRMS (M+H): 396.3

Aufarbeitung

temperatureThe reaction mixture was cooled to r.t.
filtrationThe resulting precipitate was collected by suction filtration
customThe solid was transferred to a round-bottomed flask
customthe remaining water was removed by azeotropic distillation with toluene (4 times)
customthe solid dried in vacuo

Quellen und Nachweise

ORD-Eintrag: ord-418ed5ad9efa4e0e800a5b5baeacf93f
Quelldatensatz: uspto-grants-2014_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08759522B2

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