HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 11717388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 131727197 | HCID 131727197 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11717388 | HCID 11717388 | 60.6% |
Reaction Steps
A mixture of 0.15 g 5-(1-ethyl-piperidin-4-ylamino)-1H-indole-2-carboxylic acid (intermediate 3), 0.16 g O-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU), 0.323 g DIPEA and 0.044 g morpholine in 2 ml DMF was reacted for 1 h at room temperature and evaporated to dryness. The residue was treated with ethyl acetate, water and NaHCO3 aq. The aqueous phases were further extracted with ethyl acetate and the combined organic phases were dried over Na2SO4, filtered and evaporated. The residue was further purified by chromatography and crystallization to yield 0.09 g (60%) of the title compound as light brown solid. MS (m/e): 357.4 (MH+, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456174B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-60cbf6e6652c4f98b6f42521517719bc |
| Source note | uspto-grants-2008_11 |