HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 68264844, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67377961 | HCID 67377961 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68264844 | HCID 68264844 | 83.3% |
Reaction Steps
To a solution of tert-butyl 6,7-dichloro-3-oxo-2,3-dihydrocyclopenta[b]indole-4(1H)-carboxylate (0.34 g, 1.0 mmol) in CH2Cl2 (10 mL), cooled to 0° C., TFA (1 mL) was added. The reaction mixture was slowly warmed to room temperature and stirred for 90 min., quenched with saturated NaHCO3 (pH-8) and extracted with DCM (3×100 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to give the crude compound which was purified by washing with 5% EtOAc-hexane (3×20 mL) to provide the title compound (200 mg, 83%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 11.96 (s, 1H), 8.06 (s, 1H), 7.65 (s, 1H), 3.03 (t, J=3.5 Hz, 2H), 2.92 (t, J=4.0 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987319B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-f48d032748934bce977c83dd97c8520b |
| Source note | uspto-grants-2015_03 |