4-Nitrophenol → 2-Bromo-7-(4-nitrophenoxy)thieno[3,2-b]pyridine

HRID 1710984Notes

Reaction equation

HRID 1710984 reaction equation
BrC1SC2C(=NC=CC=2Cl)C=1.[Br:12][C:13]1[S:21][C:20]2[C:15](=[N:16][CH:17]=[CH:18][C:19]=2[O:22][C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][C:24]=2F)[CH:14]=1.[N+](C1C=CC(O)=CC=1)([O-])=O>>[Br:12][C:13]1[S:21][C:20]2[C:15](=[N:16][CH:17]=[CH:18][C:19]=2[O:22][C:23]2[CH:24]=[CH:25][C:26]([N+:29]([O-:31])=[O:30])=[CH:27][CH:28]=2)[CH:14]=1

Participants

4

Reactant 3

HCID 9804-NitrophenolHCID 183827742-Bromo-7-chlorothieno[3,2-b]pyridineHCID 594245212-Bromo-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine

Product 1

HCID 594244612-Bromo-7-(4-nitrophenoxy)thieno[3,2-b]pyridineYield 48%

Procedure

Starting from the compound 41 (scheme 8) and following the procedure described above for the synthesis of compound 42 (scheme 8) but replacing 2-fluoro-4-nitrophenol for 4-nitrophenol, title compound 197 was obtained in 48% yield. LRMS (M+1) 350.9 (100%). 352.9 (100%).

Sources & evidence

ORD record
ord-364ff880e8514676aa6711d8f3cfed1a
Source dataset
uspto-grants-2010_09
Patent number
US07790729B2

Reaction notes

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