HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3,5-Dibromo-N-(2-methyl-3-phenyl-allyl)-N-[2-(1-methyl-pyrrolidin-2-yl)-ethyl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzoic acid, 3,5-dibromo- | HCID 12063 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (2-Methyl-3-phenyl-allyl)-[2-(1-methyl-pyrrolidin-2-yl)-ethyl]-amine | HCID 68680591 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3,5-Dibromo-N-(2-methyl-3-phenyl-allyl)-N-[2-(1-methyl-pyrrolidin-2-yl)-ethyl]-benzamide | HCID 68682723 | 63% |
Reaction Steps
An analogous procedure to Example 2 was used with 3,5-dibromo-benzoic acid 0.16 g (0.38 mmol) and (2-methyl-3-phenyl-allyl)-[2-(1-methyl-pyrrolidine-2-yl)-ethyl]-amine 0.1 g (0.38 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride 0.11 g (0.57 mmol), 1-hydroxybenzotriazole 0.05 g (0.41 mmol) and triethylamine 0.08 ml. Reverse phase prep HPLC with a gradient 20-80% for the acetonitrile phase gavel 53 mg as a TFA salt. Yield: 63%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07649011B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-35fdc6c84df143be8e1de87b274c755c |
| Source note | uspto-grants-2010_01 |