HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747310Generated: October 29, 2026
Potassium Carbonate → 3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl]-hexanoic acid ethyl ester
https://huagongshe.com/reaction/1747310
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Iodide Ion | HCID 30165 | — |
| Reactant | (1,4-Dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammonium | HCID 17836487 | — |
| Reactant | 3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester | HCID 59497282 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-[3-(1,4-Dimethyl-1H-indol-3-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl]-hexanoic acid ethyl ester | HCID 59497378 | — |
Reaction Steps
To a solution of 3-(6-Methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl)-hexanoic acid ethyl ester (50 mg, 0.17 mmol) in DMF (2 mL) were added K2CO3 (71 mg, 0.52 mmol) and (1,4-Dimethyl-1H-indol-3-ylmethyl)-trimethyl-ammonium; iodide (90 mg, 0.26 mmol). The reaction mixture was heated to 80° C. for 16 h. The reaction mixture was then diluted with ethyl acetate and washed with water (×4). The organic phase was then dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 4:1 Hexanes:ethyl acetate as an eluent to afford 35 mg of the desired product as oil. LCMS (ESMS): m/z 448.82 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150556B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-275f7428191a41748ca545397b26a332 |
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| Source note | uspto-grants-2015_10 |
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