HuagongsheHuagongshe Chemistry Print Report · For research reference only
proline dl-form → 5-([2-Chloro-4-(trifluoromethyl)phenyl]{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | proline dl-form | HCID 614 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)benzaldehyde | HCID 13076144 | — |
| Reactant | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-([2-Chloro-4-(trifluoromethyl)phenyl]{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl)-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392232 | — |
Reaction Steps
1.50 g (7.19 mmol) of 2-chloro-4-(trifluoromethyl)benzaldehyde, 1.04 g (7.19 mmol) of Meldrum's acid and 39.4 mg (0.34 mmol) of D,L-proline were added to a solution of 1.21 g (6.85 mmol) of the compound from Example 8A in 57 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated, and the residue was taken up in diethyl ether and again concentrated. 3.64 g (75% of theory, 72% purity) of the title compound were obtained and were reacted without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-6d67790b25ed4da09e1e991448c54c6b |
| Source note | uspto-grants-2011_11 |