4-(7-(4-Aminophenoxy)thieno[3,2-b]pyridin-2-yl)phenol → N-(4-(2-(4-Hydroxyphenyl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide

HRID 1261283Notes

Reaction equation

HRID 1261283 reaction equation
NC1C=CC(OC2C=CN=C3C=C(C4C=CC(O)=CC=4)SC=23)=CC=1.F[C:26]1[CH:27]=[C:28]([NH:49][C:50]([NH:52][C:53](=[O:61])[CH2:54][C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)=[S:51])[CH:29]=[CH:30][C:31]=1[O:32][C:33]1[CH:38]=[CH:37][N:36]=[C:35]2[CH:39]=[C:40]([C:42]3[CH:47]=[CH:46][C:45]([OH:48])=[CH:44][CH:43]=3)[S:41][C:34]=12>>[OH:48][C:45]1[CH:46]=[CH:47][C:42]([C:40]2[S:41][C:34]3[C:35](=[N:36][CH:37]=[CH:38][C:33]=3[O:32][C:31]3[CH:30]=[CH:29][C:28]([NH:49][C:50]([NH:52][C:53](=[O:61])[CH2:54][C:55]4[CH:56]=[CH:57][CH:58]=[CH:59][CH:60]=4)=[S:51])=[CH:27][CH:26]=3)[CH:39]=2)=[CH:43][CH:44]=1

Participants

3

Reactant 2

HCID 1360596514-(7-(4-Aminophenoxy)thieno[3,2-b]pyridin-2-yl)phenolHCID 136335177N-(3-Fluoro-4-(2-(4-hydroxyphenyl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide

Product 1

HCID 136059649N-(4-(2-(4-Hydroxyphenyl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamideYield 3%

Procedure

Starting from the compound 199 and following the procedure described above for the compound 155a (scheme 28, example 109), title compound 200 was obtained in 3% yield. 1H NMR (400 MHz, DMSO-d6 ppm: 12.38 (s, 1H), 11.74 (s, 1H), 9.94 (s, 1H), 8.46 (d, 1H, J=5.3 Hz), 7.81 (s, 1H), 7.72 (d, 2H, J=9.0 Hz), 7.69 (dd, 2H, J=6.7/1.8 Hz), 7.34-7.27 (m, 7H), 6.86 (dd, 2H, J=6.7/1.8 Hz), 6.61 (d, 1H, J=5.5 Hz), 3.82 (s, 2H). LRMS (M+1) 512.1 (100%).

Sources & evidence

ORD record
ord-ee322361bb5842a68fda76f10b17f340
Source dataset
uspto-grants-2013_06
Patent number
US08470850B2

Reaction notes

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