HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 3-[3-(5-Dimethylaminomethyl-[1,2,3] triazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Methyl 3-azidobenzoate | HCID 11240787 | — |
| Reactant | 3-(5-Dimethylaminomethyl-[1,2,3]triazol-1-yl)-benzoic acid methyl ester | HCID 69688730 | — |
| Reactant | Lithium Tert-butyl Acetate | HCID 86586795 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-[3-(5-Dimethylaminomethyl-[1,2,3] triazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester | HCID 69687667 | — |
Reaction Steps
The title compound was prepared from 3-(5-dimethylaminomethyl-[1,2,3]triazol-1-yl)-benzoic acid methyl ester [prepared from methyl 3-azidobenzoate following the synthetic steps i.) to iii.) as described in the preparation of Example K5 and reacting the obtained product with SOCl2 in THF at 0 to 23° C. for 1 h, followed by addition of dimethylamine (7.9 M in H2O) and stirring at 23 to 70° C. for 1 h.] (2.14 g, 8.22 mmol) by treatment with lithium tert.-butyl acetate according to general procedure K (method b). Obtained as a yellow oil (2.90 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548495B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-c8116d59e87d48b1821cdc84b92c99b2 |
| Source note | uspto-grants-2003_04 |