HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 4-(3-(Furan-2-yl)benzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Methyl 4-(3-(furan-2-yl)benzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate | HCID 59180189 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-(Furan-2-yl)benzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid | HCID 59180195 | 61% |
Reaction Steps
The title compound was synthesized from methyl 4-(3-(furan-2-yl)benzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.024 g, 0.075 mmol) and lithium hydroxide (0.032 g, 0.76 mmol), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (1.5 mL) was used. The resulting product was purified by reverse phase HPLC, eluting with a gradient of 40-100% MeOH: water (with 0.1% formic acid) to afford a light pink solid: 14 mg, 61% yield. LCMS-MS (ESI−) 306.0 (M−H); HPLC (UV=93.7%), (ELSD=100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-20765569762f4e77aa8fa6771e3887f3 |
| Source note | uspto-grants-2011_03 |