HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → methyl 3-(N-[2-[[4-(N-benzoylcarbamimidoyl)anilino]methyl]-1-methylbenzimidazole-5-carbonyl]anilino)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | 1-Methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide Hydrochloride | HCID 18412701 | — |
| Solvent | Dichloromethane ethanol | HCID 21584144 | — |
| Product | methyl 3-(N-[2-[[4-(N-benzoylcarbamimidoyl)anilino]methyl]-1-methylbenzimidazole-5-carbonyl]anilino)propanoate | HCID 140435591 | 88% |
Reaction Steps
Prepared analogously to Example 90 from 1-methyl-2-[N-(4-amidinophenyl)aminomethyl]benzimidazol-5-yl-carboxylic acid-N-phenyl-N-(2-methoxycarbonylethyl)amide hydrochloride and benzoyl chloride. Yield: 88% of theory, C34H32N6O4 (588.7); Rf value: 0.37 (silica gel; dichloromethane/ethanol=19:1); 1H-NMR spectrum (D6-DMSO): 2.61 (t,2H), 3.54 (s,3H), 3.76 (s,3H), 4.10 (t,2H), 4.61 (d,2H), 6.83 (d,2H), 7.05 to 7.55 (m,12H),8.03 (d,2H), 8.25 (dd,2H), 8.98 (s,1H), 10.48 (s,1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710055B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-942e1c38554a4eba8c86797266265e49 |
| Source note | uspto-grants-2004_03 |