HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dihydro-3,3-diethyl-2,5-furandione | HCID 137741 | — |
| Reactant | 4-Pyrimidin-2-ylbenzylamine | HCID 24229559 | — |
| Reactant | 2-((4-Fluoro-3-nitrophenoxy)methyl)benzo[d]thiazole | HCID 90415026 | — |
| Product | 2-((5-(Benzo[d]thiazol-2-ylmethoxy)-1-(4-(pyrimidin-2-yl)benzyl)-1H-benzo[d]imidazol-2-yl)methyl)-2-ethylbutanoic acid | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067917B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-915121d29393449bb3da813fe46f37c4 |
| Source note | uspto-grants-2015_06 |