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

HRID 500844Notes

Reaction equation

HRID 500844 reaction equation
[N+:1]([C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=4)[S:17][C:10]=23)=[CH:6][CH:5]=1)([O-])=O.NC1C=CC(OC2C=CN=C3C=C(C4C=CC(O)=CC=4)SC=23)=C(F)C=1>>[NH2:1][C:4]1[CH:26]=[CH:25][C:7]([O:8][C:9]2[CH:14]=[CH:13][N:12]=[C:11]3[CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=4)[S:17][C:10]=23)=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 1360596464-(7-(4-Nitrophenoxy)thieno[3,2-b]pyridin-2-yl)phenolHCID 1360596474-(7-(4-Amino-2-fluorophenoxy)thieno[3,2-b]pyridin-2-yl)phenol

Product 1

HCID 1360596514-(7-(4-Aminophenoxy)thieno[3,2-b]pyridin-2-yl)phenolYield 83%

Procedure

Starting from the compound 198 and following the procedure described above for the synthesis of compound 154 (scheme 28), title compound 199 was obtained in 83% yield. LRMS (M+1) 335.0 (100%).

Sources & evidence

ORD record
ord-abc27621febd43c58058366ed45cdb65
Source dataset
uspto-grants-2010_08
Patent number
US07772247B2

Reaction notes

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