HuagongsheHuagongshe Chemistry Print Report · For research reference only
proline dl-form → 5-[(4-Chlorophenyl){5-fluoro-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 | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | 5-Fluoro-7-[(methylsulfanyl)methyl]-1H-indole | HCID 58392227 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-[(4-Chlorophenyl){5-fluoro-7-[(methylsulfanyl)methyl]-1H-indol-3-yl}methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 58392462 | — |
Reaction Steps
0.62 g (4.41 mmol) of 4-chlorobenzaldehyde, 0.64 g (4.41 mmol) of Meldrum's acid and 24 mg (0.21 mmol) of D,L-proline were added to a solution of 1.00 g (4.20 mmol) of the compound from Example 11A in 34 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated to result in 2.21 g (73% of theory) of the title compound with a purity of 64% which 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-a0eaabdfe6644160b3a6433776630cae |
| Source note | uspto-grants-2011_11 |