HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-amino-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-ph enylpropyl]benzamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | 3-(3,5-Bis(trifluoromethyl)benzyloxy)-2-phenylpropylamine hydrochloride | HCID 86624040 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-amino-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-ph enylpropyl]benzamide hydrochloride | HCID 86624054 | 65% |
Reaction Steps
Compound 67 (1.10 g, 923%) was produced as an oily product from 4-tert-butoxycarbonylaminobenzoic acid (0.57 g, 2.4 mmol), the compound produced in Example 17 (0.83 g, 2.0 mmol), triethylamine (0.28 mL, 2.0 mmol), WSC.HCl (0.46 g, 2.4 mmol) and CH2Cl2 (10 mL) according to the same manner as in Example 30. After that, Compound 67 (0.95 g, 1.6 mmol) was dissolved in dioxane (2.4 mL), 4 mol/L hydrogen chloride/dioxane (2.4 mL) was added thereto and the mixture was stirred for 20 hours at room temperature. The crystals produced after evaporation of the solvent therefrom in vacuo were filtered from petroleum ether to give Compound 61 (0.55 g, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939552B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-0c031bac82e947dd84918c547fca1f50 |
| Source note | uspto-grants-2011_05 |