N1-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamide → N1-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-5-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamide

HRID 2193654Notes

Reaction equation

HRID 2193654 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:24][C:25](=[O:36])[CH2:26][C:27]([NH:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[O:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[C:16](C3N(C)C=CN=3)[S:17][C:10]=12.FC1C=C(N)C=CC=1OC1C=CN=C2C=C([C:54]3[N:58]([CH3:59])[CH:57]=[N:56][CH:55]=3)SC=12>>[F:1][C:2]1[CH:3]=[C:4]([NH:24][C:25](=[O:36])[CH2:26][C:27]([NH:29][C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)=[O:28])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[C:16]([C:54]3[N:58]([CH3:59])[CH:57]=[N:56][CH:55]=3)[S:17][C:10]=12

Participants

3

Reactant 2

HCID 56953450N1-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamideHCID 594244313-Fluoro-4-(2-(1-methyl-1H-imidazol-5-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamine

Product 1

HCID 56953538N1-(3-Fluoro-4-(2-(1-methyl-1H-imidazol-5-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamideYield 5%

Procedure

Following the procedure described for compound 5b (example 2, step 6) but substituting amine 9 for compound 18, title compound 5e was obtained in 5% yield. MS (m/z): 502.0 (M+H).

Sources & evidence

ORD record
ord-50a34f12d5ef4c21a390daa4d95314a8
Source dataset
uspto-grants-2012_12
Patent number
US08329726B2

Reaction notes

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