HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylamine → N-(5,6-dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-((S)-3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Dichloromethane ethanol | HCID 21584144 | — |
| Reactant | N-(5,6-dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-(3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide | HCID 71212159 | — |
| Solvent | Carbon Dioxide | HCID 280 | — |
| Product | N-(5,6-dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-((S)-3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide | HCID 71212250 | — |
| Product | N-(5,6-dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-((R)-3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide | HCID 71212285 | — |
Reaction Steps
N-(5,6-Dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-(3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide (166 mg, 0.343 mmol) was eluted through a SCF column (70 mL/min flow rate) with 60% CO2 and 40% modifier (composed of 70% dichloromethane/ethanol and 0.2% diethylamine) to yield two enantiomerically enriched peaks N-(5,6-dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-((S)-3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide and N-(5,6-dihydrothiazolo[2,3-c][1,2,4]triazol-3-yl)-2-((R)-3-(4-(4-methoxybenzoyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)acetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163003B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-dda4ea1f8391461ca63ebbea1e0021bb |
| Source note | uspto-grants-2015_10 |