HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-trifluoromethyl-5-methyl-thiazol-4-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 14347764 | HCID 14347764 | — |
| Reactant | 2-Trifluoromethyl-5-methyl-4-bromoacetyl-thiazole | HCID 19974206 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-trifluoromethyl-5-methyl-thiazol-4-yl)morpholine | HCID 19974341 | — |
Reaction Steps
Prepared by analogy to Example 32 by reaction of 4.2 g (0.0146 mol) of 2-trifluoromethyl-5-methyl-4-bromoacetyl-thiazole with 8 g (0.03 mol) of N-(2-hydroxyethyl)-2-(4-carbomethoxymethoxyphenyl)-1-methylethylamine in methylene chloride by stirring at room temperature for 20 hours and heating under reflux for 2 hours. The reduction is carried out in 28 ml of trifluoroacetic acid using 2.4 g (0.02 mol) of triethylsilane. The crude product is purified on a silica gel column using toluene/ethyl acetate=7:3 as eluant.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05604225 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-33b2123682dc43808410403c946438b8 |
| Source note | uspto-grants-1997_02 |