HuagongsheHuagongshe Chemistry Print Report · For research reference only
proline dl-form → HCID 58392355, compound
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 | 7-[(Methylsulfanyl)methyl]-1H-indole | HCID 58392187 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58392355 | HCID 58392355 | — |
Reaction Steps
350 mg (2.49 mmol) of 4-chlorobenzaldehyde, 359 mg (2.49 mmol) of Meldrum's acid and 13.6 mg (0.12 mmol) of D,L-proline were added to a solution of 420 mg (2.40 mmol) of the compound from Example 8A in 20 ml of acetonitrile. The reaction mixture was stirred at RT overnight. It was concentrated, and the crude product was purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% formic acid) to result in 650 mg (62% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063234B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-31ec3d6ecbaf4c1eb991e1393b39c86b |
| Source note | uspto-grants-2011_11 |