Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Heptane | HCID 8900 | — |
| Reactant | L-Tartaric acid | HCID 444305 | — |
| Reactant | Isopropanol hexane | HCID 21585144 | — |
| Reactant | HCID 67504785 | HCID 67504785 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86606005 | HCID 86606005 | — |
Reaction Steps
3.14 g of N-[(1-pyrrolidinyl)methyl]-α-ethyl-2-oxo-1-pyrrolidineacetamide were suspended in 13 ml of methanol. 1.86 g of L-(+)-tartaric acid were added and it was heated at 60° C. 13 ml of heptane were added to the resulting solution, after which it was left to cool to 40° C. It was seeded with a sample of the compound indicated in the example title to start crystallisation. Then it was slowly cooled to 0-5° C. and maintained at this temperature for 4 hours. The crystallised product was separated by filtration and washed twice over the filter with 1 ml of methanol each time, and finally once with 6 ml of hexane. 2.86 g of the compound indicated in the example title was obtained with a diastereoisomeric excess (d.e.): 69% measured by means of HPLC analysis of the free base with a chiral column (Chiralcel OD, hexane/isopropanol, 220 nm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07291746B2 |
|---|
| Source dataset | uspto-grants-2007_11 |
|---|
| ORD ID | ord-e36c2cc220864de391f6c2dfe1685e8a |
|---|
| Source note | uspto-grants-2007_11 |
|---|