HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59180086, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59180077 | HCID 59180077 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59180086 | HCID 59180086 | 34% |
Reaction Steps
The title compound was synthesized from methyl 6-(3-cyanophenyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.027 g, 0.10 mmol) and lithium hydroxide (0.044 g, 1.0 mmol in 1 mL water), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (5-6 mL) was used. The resulting product was purified by reverse phase HPLC, eluting with a gradient of 40-80% MeOH: water (with 0.1% formic acid) to afford a light pink solid: 8.6 mg (34% yield). 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.21-2.30 (m, 1H) 2.65 (s, 1H) 2.76 (s, 1H) 2.93-3.03 (m, 1H) 4.33 (s, 1H) 6.68 (s, 1H) 7.40-7.44 (m, 1H) 7.44-7.49 (m, 2H) 7.54-7.58 (m, 1H); LC-MS ESI− 251.2 (m−H); HPLC (UV=97.75%), (ELSD=100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-36d37f947f6846e4bf2bcc919a895a79 |
| Source note | uspto-grants-2011_03 |