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

HRID 418574Notes

Reaction equation

HRID 418574 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([NH:18][C:19](=[O:30])[CH2:20][C:21]([NH:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[O:22])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]2[CH:15]=[CH:16][S:17][C:10]=12.FC1C=C(N)C=CC=1OC1C=CN=C2C=C([C:48]3[N:49]=[CH:50][N:51]([CH3:53])[CH:52]=3)SC=12>>[F:1][C:2]1[CH:3]=[C:4]([NH:18][C:19](=[O:30])[CH2:20][C:21]([NH:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[O:22])[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:48]3[N:49]=[CH:50][N:51]([CH3:53])[CH:52]=3)[S:17][C:10]=12

Participants

3

Reactant 2

HCID 45488043N1-(3-fluoro-4-(thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamideHCID 594245073-Fluoro-4-(2-(1-methyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamine

Product 1

HCID 44565164N1-(3-fluoro-4-(2-(1-methyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-N3-phenylmalonamide

Procedure

Following the procedure described for compound 5a (example 1, step 5) but substituting amine 9 for compound 12, title compound 5c was obtained as a white solid (78% yield). MS (m/z): 502.0 (M+H).

Sources & evidence

ORD record
ord-40a56a0c3f2c4a72ad2decfc47ae1db6
Source dataset
uspto-grants-2012_01
Patent number
US08093264B2

Reaction notes

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