HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[2-(4-carbomethoxymethoxyphenyl)1-methylethyl]-2-(2-acetamino-thiazol-4-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 14347764 | HCID 14347764 | — |
| Reactant | N-[4-(Bromoacetyl)-1,3-thiazol-2-yl]acetamide | HCID 19974225 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(4-carbomethoxymethoxyphenyl)1-methylethyl]-2-(2-acetamino-thiazol-4-yl)morpholine | HCID 19974192 | — |
Reaction Steps
Prepared by analogy to Example 32 by reaction of 2.23 g (0.0085 mol) of 2-acetylamino-4-bromoacetylthiazole with 2.26 g of (0.0085 mol) of N-(2-hydroxy- ethyl)-2-(4-carbomethoxymethoxyphenyl)-1-methylethylamine and 0.86 g (0.0085 mol) of triethylamine in 30 ml of methylene chloride and 30 ml of methanol for 20 hours at room temperature. The reduction is carried out in 9 ml of trifluoroacetic acid using 1.48 g (0.0128 mol) of triethylsilane. The crude product is purified on a silica gel column using ethyl acetate/methanol=9:1 as eluant.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04886814 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-2905741952d04c5fb6bafdf509b11bd2 |
| Source note | uspto-grants-1989_12 |