Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59180158 | HCID 59180158 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59180240 | HCID 59180240 | — |
Reaction Steps
The title compound was synthesized from methyl 4-(3-cyclopropylbenzyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.020 g, 0.068 mmol) and lithium hydroxide (0.030 g, 0.71 mmol in 1 mL water), according to General Procedure 7. A 1:1 mixture of methanol (MeOH) and THF (2 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 the title compound: 2.2 mg, 12% yield. 1H NMR (400 MHz, METHANOL-d4) δ ppm 0.61-0.66 (m, 2H), 0.92 (s, 2H), 1.86 (s, 1H), 2.06 (s, 1H), 2.49 (s, 1H), 2.59 (s, 2H), 2.72 (d, J=7.03 Hz, 2H), 3.23 (s, 1H), 6.30 (s, 1H), 6.84 (s, 1H), 6.96 (s, 1H), 7.12 (s, 1H); LCMS-MS (ESI−) 280.1 (M−H); HPLC (UV=100%), (ELSD=100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07902252B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-8704f6564b7842eca3f84b1357bdf898 |
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| Source note | uspto-grants-2011_03 |
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