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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193666Generated: November 2, 2026

4-(2-(1-Ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamine → N1-(4-(2-(1-ethyl-1H-imidazole-4-carbonyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-N3-(2-fluorophenyl)malonamide

https://huagongshe.com/reaction/2193666

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-(1-Ethyl-1H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorobenzenamineHCID 59424455—
Reactant3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamineHCID 59424480—
Reactantn1-(3-Fluoro-4-(2-(1-methyl-1h-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenyl)-n3-(2-fluoroxyphenyl)malonamideHCID 66648945—
ProductN1-(4-(2-(1-ethyl-1H-imidazole-4-carbonyl)thieno[3,2-b]pyridin-7-yloxy)-3-fluorophenyl)-N3-(2-fluorophenyl)malonamideHCID 1604196242%

Reaction Steps

Following the procedure described above for the compound 30a (example 12, step 2) but substituting amine 9 for the amine 15, title compound 30b was obtained in 42% yield. 1H NMR (DMSO-d6) δ (ppm): 10.55 (s, 1H), 10.05 (s, 1H), 8.41 (d, 1H), 7.97 (m, 1H), 7.95 (s, 1H), 7.85 (dd, 1H), 7.77 (d, 1H), 7.65 (s, 1H), 7.45 (dd, 1H), 7.41 (dd, 1H), 7.26 (m, 1H), 7.16 (m, 1H), 6.57 (d, 1H), 4.03 (q, 2H), 3.60 (s, 2H), 1.38 (t, 3H). MS (m/z): 534.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329726B2
Source datasetuspto-grants-2012_12
ORD IDord-4ee9955d4bb5494a9d051d1a0fb26d80
Source noteuspto-grants-2012_12