HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 59180219, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59180083 | HCID 59180083 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59180219 | HCID 59180219 | 14% |
Reaction Steps
The title compound was synthesized from methyl 4-(4-chlorobenzylamino)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.023 g, 0.075 mmol) and lithium hydroxide (0.023 g, 0.55 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 reverse phase chromatography, eluting with MeOH in water (0.1% formic acid) a to afford a yellow solid: 3 mg, 14% yield. 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.47-2.58 (m, 1H), 2.71-2.83 (m, 1H), 2.87-3.06 (m, 2H), 4.23 (q, J=13.16 Hz, 2H), 4.54-4.67 (m, 1H), 6.81 (s, 1H), 7.38-7.56 (m, 4H), 8.49 (s, 1H); LCMS-MS (ESI−) 289.0 (M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-4030c18a1fef4065bc3ddeb5a3310efb |
| Source note | uspto-grants-2011_03 |