3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamine → 4-(2-(1-Ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine

HRID 418575Notes

Reaction equation

HRID 418575 reaction equation
FC1C=C(N)C=CC=1OC1C=CN=C2C=C(C3N(C)C=CN=3)SC=12.[CH2:25]([N:27]1[CH:31]=[C:30]([C:32]2[S:40][C:39]3[C:34](=[N:35][CH:36]=[CH:37][C:38]=3[O:41][C:42]3[CH:47]=[CH:46][C:45]([N+:48]([O-])=O)=[CH:44][C:43]=3[F:51])[CH:33]=2)[N:29]=[CH:28]1)[CH3:26]>>[CH2:25]([N:27]1[CH:31]=[C:30]([C:32]2[S:40][C:39]3[C:34](=[N:35][CH:36]=[CH:37][C:38]=3[O:41][C:42]3[CH:47]=[CH:46][C:45]([NH2:48])=[CH:44][C:43]=3[F:51])[CH:33]=2)[N:29]=[CH:28]1)[CH3:26]

Participants

3

Reactant 2

HCID 594244803-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamineHCID 666490322-(1-Ethyl-1H-imidazol-4-yl)-7-(2-fluoro-4-nitrophenoxy)thieno[3,2-b]pyridine

Product 1

HCID 594244554-(2-(1-Ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine

Procedure

Following the procedure described for compound 9 (example 2, step 5) but substituting nitro compound 8 for the compound 14, title compound 15 was obtained as a yellow solid (86% yield). MS (m/z): 402.1 (M+H).

Sources & evidence

ORD record
ord-21c8a82752b74a4593d4aec4d633adda
Source dataset
uspto-grants-2012_01
Patent number
US08093264B2

Reaction notes

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