2,6-Dichloro-4-nitrophenol → (7-(2,6-Dichloro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)(pyrrolidin-1-yl)methanone

HRID 500813

Reaktionsgleichung

Reaktionsgleichung von HRID 500813
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])[S:10][C:3]=12.FC1C=C([N+]([O-])=O)C=CC=1OC1C=CN=C2C=C(C(N(C)C)=O)SC=12.[Cl:43][C:44]1[CH:49]=[C:48]([N+:50]([O-:52])=[O:51])[CH:47]=[C:46]([Cl:53])[C:45]=1[OH:54]>>[Cl:43][C:44]1[CH:49]=[C:48]([N+:50]([O-:52])=[O:51])[CH:47]=[C:46]([Cl:53])[C:45]=1[O:54][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])[S:10][C:3]=12

Komponenten

4

Edukt 3

HCID 120662,6-Dichloro-4-nitrophenolHCID 11173165(7-Chlorothieno[3,2-b]pyridin-2-yl)(pyrrolidin-1-yl)methanoneHCID 594244757-(2-fluoro-4-nitrophenoxy)-N,N-dimethylthieno[3,2-b]pyridine-2-carboxamide

Produkt 1

HCID 59424694(7-(2,6-Dichloro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)(pyrrolidin-1-yl)methanoneAusbeute 69 %

Versuchsvorschrift

Starting from the compound 139 and following the procedure described above for the synthesis of compound 6 (scheme 1, example 1) but replacing 2-fluoro-4-nitrophenol with 2,6-dichloro-4-nitrophenol, title compound 140 was obtained in 69% yield. LRMS (M+1) 438.0 (100%), 439.1 (20%), 440.1 (70%).

Quellen und Nachweise

ORD-Eintrag
ord-5e26d3efa8bf46d7bbaf674d75fe4a30
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772247B2

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