HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 69515882, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 69516031 | HCID 69516031 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69515882 | HCID 69515882 | 85.2% |
Reaction Steps
Ethyl 5-[(9aS)-2-(2,4-difluorobenzyl)-5-oxo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-a]pyrrolizin-4-yl]-2-pyrazinecarboxylate (0.250 g, 0.555 mmol) was dissolved in THF (4 mL), H2O (1 mL) and MeOH (1 mL) and LiOH monohydrate (0.035 g, 0.832 mmol) was added. The reaction mixture was stirred at ambient temperature for 45 min and then acidified to pH 5. The organics were extracted with CH2Cl2 and then dried (Na2SO4), filtered and concentrated to a white solid (0.200 g, 0.473 mmol, 85% yield): 1H NMR (CD3OD, 400 MHz) δ 9.36 (s, 2H), 7.74 (s, 1H), 7.41–7.35 (m, 1H), 6.97–6.91 (m, 2H), 4.86–4.83 (m, 1H), 4.33 (s, 2H), 3.71–3.64 (m, 1H), 3.48–3.41 (m, 1H), 2.46–2.38 (m, 3H), 1.42–1.38 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189851B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-00dd1679cca64c399cf86e3f9ae29b48 |
| Source note | uspto-grants-2007_03 |