HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68734747, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-(2-Chloroethyl)morpholine | HCID 76727 | — |
| Reactant | HCID 178515446 | HCID 178515446 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 68734747 | HCID 68734747 | 52% |
Reaction Steps
To a solution of 2-hydroxy-4-bromopyridine (0.10 g, 0.57 mmol) in DMSO (1.0 mL) was added KOH (0.13 g, 2.29 mmol) and the resulting reaction mixture was stirred for 10 min at room temperature followed by addition of 4-(2-chloroethyl)morpholine (0.13 g, 0.69 mmol). The reaction mixture was then stirred at 45° C. for 30 min. After the completion of reaction (TLC monitoring), water was added to the reaction and extracted with EtOAc (3×25 mL). The combined organics was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified over silica gel (100-200 M, 5% MeOH-DCM) to obtain the desired product (0.085 g, 52%). MS: 287.10 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299065B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-f26b74c0346a495289827da470eff92f |
| Source note | uspto-grants-2012_10 |