HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59180112, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59180182 | HCID 59180182 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59180112 | HCID 59180112 | — |
Reaction Steps
The title compound was synthesized from methyl 6-(2-(naphthalen-1-yl)ethyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.051 g, 0.16 mmol) and lithium hydroxide (0.067 g, 1.6 mmol in 3 mL water), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (6 mL) was used. The resulting product was purified by column chromatography (Isco CombiFlash) eluting with a gradient of 0-60% EtOAc/heptane. 17 mg. 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.85 (dq, J=13.45, 7.90 Hz, 1H) 2.08-2.27 (m, 2H) 2.46-2.62 (m, 1H) 2.62-2.80 (m, 2H) 3.04-3.22 (m, 3H) 6.61 (s, 1H) 7.29-7.41 (m, 2H) 7.41-7.54 (m, 2H) 7.64-7.73 (m, 1H) 7.80-7.87 (m, 1H) 8.03 (d, J=8.35 Hz, 1H); LCMS-MS (ESI−) 304.0 (M−H); HPLC (UV=95.2%), (ELSD=100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-5d7d0aa629e2449d99bf165faaeb6468 |
| Source note | uspto-grants-2011_03 |