Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | HCID 89876268 | HCID 89876268 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 117833381 | HCID 117833381 | 95% |
Reaction Steps
A mixture of 4-(3-Chloro-indol-1-yl)-5-methoxy-2-methyl-2H-pyridazin-3-one (1.70 g, 5.87 mmol) and morpholine (8 ml) is heated to 140° C. under microwave irradiation for 10 min. The mixture is allowed to cool then evaporated under reduced pressure to remove most of the morpholine. The residue is stirred with 1:1 v/v glacial AcOH:DCM (100 ml) to give a free-flowing semi-solid. Volatiles are removed in-vacuo and the solid obtained slurried with water. The solid is recovered by filtration under reduced pressure and dried at 1 mBar and 60° C. to give the title compound as a beige solid, 1.54 g, 95% yield. 1H nmr (DMSO-d6) δ (ppm) 7.89 (1H, s), 7.57-7.50 (2H, m), 7.24-7.17 (2H, m), 7.12-7.06 (1H, m), 3.66 (3H, s)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09049864B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-07b43899a0f7409882846f3f3377fa1a |
|---|
| Source note | uspto-grants-2015_06 |
|---|