2-Bromo-7-(4-nitrophenoxy)thieno[3,2-b]pyridine → 4-(7-(4-Nitrophenoxy)thieno[3,2-b]pyridin-2-yl)phenol

HRID 1710985Notes

Reaction equation

HRID 1710985 reaction equation
BrC1SC2C(=NC=CC=2OC2C=CC([N+]([O-])=O)=CC=2)C=1.F[C:22]1[CH:44]=[C:43]([N+:45]([O-:47])=[O:46])[CH:42]=[CH:41][C:23]=1[O:24][C:25]1[CH:30]=[CH:29][N:28]=[C:27]2[CH:31]=[C:32]([C:34]3[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=3)[S:33][C:26]=12>>[N+:45]([C:43]1[CH:42]=[CH:41][C:23]([O:24][C:25]2[CH:30]=[CH:29][N:28]=[C:27]3[CH:31]=[C:32]([C:34]4[CH:39]=[CH:38][C:37]([OH:40])=[CH:36][CH:35]=4)[S:33][C:26]=23)=[CH:22][CH:44]=1)([O-:47])=[O:46]

Participants

3

Reactant 2

HCID 594244612-Bromo-7-(4-nitrophenoxy)thieno[3,2-b]pyridineHCID 1360596484-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)phenol

Product 1

HCID 1360596464-(7-(4-Nitrophenoxy)thieno[3,2-b]pyridin-2-yl)phenolYield 81%

Procedure

Starting from the compound 197 and following the procedure described above for the synthesis of compound 153 (scheme 28), title compound 198 was obtained in 81% yield. LRMS (M+1) 365.0 (100%).

Sources & evidence

ORD record
ord-2164b2483db0454db7ccd3a15e19d725
Source dataset
uspto-grants-2010_09
Patent number
US07790729B2

Reaction notes

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