HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic acid, 3-isothiocyanato- → 3-[3-(4-Methyl-imidazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic acid, 3-isothiocyanato- | HCID 75046 | — |
| Reactant | 2,2-Dimethoxy-1-methylethylamine | HCID 93658 | — |
| Reactant | Methyl 3-(4-methyl-1H-imidazol-1-YL)benzoate | HCID 22224935 | — |
| Reactant | Lithium Tert-butyl Acetate | HCID 86586795 | — |
| Solvent | Sulfuric acid methanol | HCID 18363649 | — |
| Product | 3-[3-(4-Methyl-imidazol-1-yl)-phenyl]-3-oxo-propionic acid tert.-butyl ester | HCID 69592777 | — |
Reaction Steps
Prepared from methyl 3-(4-methyl-imidazol-1-yl)-benzoate [prepared the corresponding acid from 3-isothiocyanatobenzoic acid and 2-aminopropionaldehyde dimethyl acetal according to J. Med. Chem. 1987, 30, 1342, followed by refluxing in conc. H2SO4/MeOH] by treatment with lithium tert.-butyl acetate according to general procedure H (method b). Obtained as a yellow-brown oil (10.69 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960578B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-f54b4bef9d84488786964245588baaf4 |
| Source note | uspto-grants-2005_11 |