Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-Methyl-1-(3-methylphenyl)-1H-benzimidazole-5-carboxylic acid | HCID 4521470 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 4535705 | HCID 4535705 | 79.4% |
Reaction Steps
The compound obtained in Step 3 (80.0 mg, 0.300 mmol) was dissolved in DMF, and then HOBT (81 mg, 0.6 mmol), TEA (126 uL, 1.2 mmol), and piperidine 28.1 mg (0.330 mmol) were added thereto. EDC hydrochloride (25 mg, 0.13 mmol) was put thereinto at 0° C., and then stirred at room temperature for 12 hours. The reacted mixture was diluted with ethyl acetate (32 mL), and then washed with water (32 mL). The organic layer was dried over anhydrous magnesium sulfate, followed by filtering and concentrating under reduced pressure, and then subjected to column chromatography (MC:MeOH=30:1), to obtain a target compound (79.4 mg, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08809541B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-d1420503a58e4f9a961cde333535c8ba |
|---|
| Source note | uspto-grants-2014_08 |
|---|
