HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromo-1-propanol → [3-(6-Chloro-pyridin-2-yloxy)-propyl]-(2-chloro-3-trifluoromethyl-benzyl)-(2,2-diphenyl-ethyl)-amine hydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | 3-[(2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amino]-propan-1-ol | HCID 57757117 | — |
| Reactant | 5-(3-Hydroxy-benzyl)-ethoxymethyl-1,2,3,4-tetrazole | HCID 68825468 | — |
| Reactant | 6-chloropyridin-2-ol | HCID 178516025 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | [3-(6-Chloro-pyridin-2-yloxy)-propyl]-(2-chloro-3-trifluoromethyl-benzyl)-(2,2-diphenyl-ethyl)-amine hydrochloride salt | HCID 86598285 | 32% |
Reaction Steps
Following the procedure of Example 6(d), except 6-chloro-2-pyridinol (Aldrich) and N-(2,2-Diphenylethyl)-N-(3-hydroxy-propyl)-N-(2-chloro-3-trifluoromethyl-benzyl)amine were used instead of 5-(3-hydroxy-benzyl)-ethoxymethyl-1,2,3,4-tetrazole and 3-bromo-propanol in step 6(d), the title compound was synthesized as the free base. The tertiaryamine was then dissolved in diethyl ether and acidified with 1.0 M HCl/diethyl ether to give 90 mg (32% yield) of the title compound as a white solid. MS (ESI) 559.0 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365085B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-bf256deee0f6453580785b366ab315b9 |
| Source note | uspto-grants-2008_04 |