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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178498Generated: October 30, 2026

Dihydro-3,3-diethyl-2,5-furandione → 2-((5-(Benzo[d]thiazol-2-ylmethoxy)-1-(4-(pyrimidin-2-yl)benzyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-ethylbutanoic acid

https://huagongshe.com/reaction/2178498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDihydro-3,3-diethyl-2,5-furandioneHCID 137741—
Reactant4-Pyrimidin-2-ylbenzylamineHCID 24229559—
Reactant2-((4-Fluoro-3-nitrophenoxy)methyl)benzo[d]thiazoleHCID 90415026—
Product2-((5-(Benzo[d]thiazol-2-ylmethoxy)-1-(4-(pyrimidin-2-yl)benzyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-ethylbutanoic acidHCID 86281524—

Reaction Steps

The title compound was prepared using analogous conditions described in Example 208 using (4-(pyrimidin-2-yl)phenyl)methanamine and 2-((4-fluoro-3-nitrophenoxy)methyl)benzo[d]thiazole in step B and 3,3-diethyldihydrofuran-2,5-dione in step D using conventional heating. MS (ESI): mass calcd. for C33H31N5O3S, 577.71; m/z found, 578.1 [M+H]+. 1H NMR (500 MHz, CD3OD) δ 8.87-8.78 (d, J=4.9, 2H), 8.43-8.36 (d, J=8.5, 2H), 8.05-7.96 (m, 2H), 7.61-7.57 (d, J=9.1, 1H), 7.57-7.51 (ddd, J=8.4, 7.2, 1.2, 1H), 7.48-7.42 (m, 2H), 7.39-7.35 (m, 1H), 7.35-7.32 (d, J=8.3, 2H), 7.30-7.24 (dd, J=9.1, 2.4, 1H), 5.89-5.76 (s, 2H), 5.70-5.61 (s, 2H), 3.40-3.37 (s, 2H), 1.92-1.71 (m, 4H), 0.93-0.82 (t, J=7.4, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067917B2
Source datasetuspto-grants-2015_06
ORD IDord-915121d29393449bb3da813fe46f37c4
Source noteuspto-grants-2015_06