HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Rac.-n-{1-[6-chloro-1-(methoxycarbonylmethyl)-1h-benzimidazol-2-yl]-2-(4-methoxy-carbonylmethoxyphenyl)ethyl}-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Chlorine | HCID 24526 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | Dichloromethane ethanol | HCID 21584144 | — |
| Reactant | N-[1-(6-chloro-1H-benzimidazol-2-yl)-2-(4-hydroxyphenyl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 59737129 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Rac.-n-{1-[6-chloro-1-(methoxycarbonylmethyl)-1h-benzimidazol-2-yl]-2-(4-methoxy-carbonylmethoxyphenyl)ethyl}-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide | HCID 86760609 | 17% |
Reaction Steps
Prepared analogously to Example 6b from N-[1-(6-chloro-1H-benzimidazol-2-yl)-2-(4-hydroxyphenyl)ethyl]-3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzamide, methyl bromoacetate, and potassium carbonate in dimethylformamide. Yield: 17%; Rf value: 0.65 (silica gel; dichloromethane/ethanol=19:1); C34H35ClN4O7 (647.13); mass spectrum: (M+H)+=647/649 (chlorine isotope).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326791B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-18051ca0d1004eaeb280f3ad13f9045f |
| Source note | uspto-grants-2008_02 |