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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747314Generated: November 1, 2026

Potassium Carbonate → 3-[3-(5-Chloro-1,2,3-trimethyl-1H-indol-7-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl]-pentanoic acid methyl ester

https://huagongshe.com/reaction/1747314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl pent-2-enoateHCID 519179—
Reactant1-(5-Chloro-1,2,3-trimethyl-1H-indol-7-ylmethyl)-5-methyl-1,3-dihydro-benzimidazol-2-oneHCID 59497283—
SolventEthyl AcetateHCID 8857—
SolventDimethylacetamideHCID 31374—
Product3-[3-(5-Chloro-1,2,3-trimethyl-1H-indol-7-ylmethyl)-6-methyl-2-oxo-2,3-dihydro-benzimidazol-1-yl]-pentanoic acid methyl esterHCID 5949729577.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1-(5-Chloro-1,2,3-trimethyl-1H-indol-7-ylmethyl)-5-methyl-1,3-dihydro-benzimidazol-2-one (40 mg, 0.11 mmol) in DMA (2 mL) were added Methyl 2-pentenoate (26 mg, 0.23 mmol) and K2CO3 (31 mg, 0.23 mmol). The reaction mixture was heated to 120° C. for 20 min in a microwave. When the reaction was completed, the reaction mixture was diluted with ethyl acetate and washed with water (×4). The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 4:1 Hexane:ethyl acetate to afford 40 mg of the desired product. LCMS (ESMS): m/z 468.36 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-85c7820eebb94792b8428e3a22a7b79b
Source noteuspto-grants-2015_10