HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 9821989, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 9899351 | HCID 9899351 | — |
| Reactant | Benzenepropanoic acid, β-amino-, ethyl ester, hydrochloride (1:1) | HCID 15571061 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9821989 | HCID 9821989 | 82.8% |
Reaction Steps
To a stirring mixture of 8-Chloro-4-oxo-4H-quinolizine-3-carboxylic acid (22 mg, 0.098 mmol) in anhydrous DMF (1.5 ml) at room temperature was sequentially added (+/−)-3-amino-3-phenyl-propionic acid ethyl ester hydrochloride (28.4 mg, 0.123 mmol), N-methylmorpholine (32.4 μl, 0.295 mmol) and O-(7-azabenzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (48.6 mg, 0.128 mmol). The resulting mixture was allowed to stir at room temperature for 2 h. The solvent was removed under vacuum and the resulting residue was subjected to a silica gel chromatography (Rex:EtOAc=1:1 to pure EtOAc) to give desired product as yellowish solid (32 mg, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06630488B1 |
| Source dataset | uspto-grants-2003_10 |
| ORD ID | ord-49f247a4a3444c0faf445249dfd322c9 |
| Source note | uspto-grants-2003_10 |