HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 67773853, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 3-Chloro-4-fluorobenzoic acid | HCID 520989 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67772533 | HCID 67772533 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67773853 | HCID 67773853 | 47.2% |
Reaction Steps
3-Chloro-4-fluorobenzoic acid (0.087 g, 0.50 mmol), TBTU (0.175 g, 0.54 mmol) and NMM (0.125 mL, 1.13 mmol) was mixed in DMF (2 mL). After 10 min at rt was (S)-1-(3,3-difluoropiperidin-1-yl)-N,3-dimethylbutan-2-amine (Compound S2) (0.1 g, 0.45 mmol) and additional DMF (1 mL) added. The resultant mixture was stirred at rt overnight. The mixture was concentrated and the residue dissolved in DCM (5 mL). The organic phase was washed with NaHCO3 (saturated, 5 mL), filtered through a phase separator and concentrated under reduced pressure. The residue was purified by preparative HPLC to give the title compound (80 mg, 47%). HRMS (M+H)+: calculated 377.1607. found 377.1613.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08361998B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-53644f506d164290aeab4a5cef95bad2 |
| Source note | uspto-grants-2013_01 |