HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 86685989, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| 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 86685988 | HCID 86685988 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86685989 | HCID 86685989 | 13.9% |
Reaction Steps
[5-(6-Chloro-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-pyridin-3-yl]-acetic acid (50 mg, 0.16 mmol), HATU (122 mg, 0.32 mmol), Et3N (64 mg, 0.64 mmol) and morpholine (56 mg, 0.64 mmol) were dissolved in DCM (4.0 mL) and the resulting reaction mixture was stirred at room temperature overnight. After evaporating off the DCM, the residue was re-dissolved in EtOAc and was washed with brine. The organic layer was dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product which was then purified by prep-HPLC to give the title compound (8.5 mg, 13.9%) as light yellow oil. MS: 386.1 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133158B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-1d4d64587d254ca392f3dd43caabd3bf |
| Source note | uspto-grants-2015_09 |