HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59180103, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 59180055 | HCID 59180055 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59180103 | HCID 59180103 | 52.4% |
Reaction Steps
The title compound was synthesized from methyl 4-(3,5-difluorophenyl)-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (0.081 g, 0.29 mmol) and lithium hydroxide monohydrate (61 mg, 1.45 mmol), according to General Procedure 7. A 1:6 mixture of water and methanol (MeOH)(3.5 mL) was used. The resulting product was purified by chromatography over silica gel (gradient 0 to 100% EtOAc in heptane over 20 min) to give the title compound 40 mg. 1H NMR (400 MHz, METHANOL-d4) δ ppm 2.21 (ddt, 1H), 2.70-2.88 (m, 2H), 2.89-2.99 (m, 1H), 4.20 (dd, J=7.61, 6.64 Hz, 1H), 6.55 (s, 1H), 6.68-6.80 (m, 3H). 19F NMR (376 MHz, METHANOL-d4) δ ppm −112.87 (t, J=8.58 Hz). LCMS m/e 262 (M−H). 100% pure by HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902252B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-88efabcc6fa04028802e19444a3a98d5 |
| Source note | uspto-grants-2011_03 |