HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 71253222, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67378066 | HCID 67378066 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71253222 | HCID 71253222 | 94.7% |
Reaction Steps
To a solution of tert-butyl 7,8-dichloro-3-oxo-2,3-dihydrocyclopenta[b]indole-4(1H)-carboxylate (intermediate 27c) (0.4 g, 1.1 mmol) in CH2Cl2 (10 mL), cooled to 0° C., TFA (1 mL) mL) was added. The reaction mixture was warmed to room temperature and stirred for 90 min., quenched with saturated NaHCO3 (pH-8) and extracted with CH2Cl2 (3×100 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to give the crude compound. The crude material was purified by washing with 5% EtOAc-hexane (3×20 mL) to provide the title compound (250 mg, 89%). 1H NMR (500 MHz, DMSO-d6, δ in ppm) 12.16 (s, 1H), 7.48 (d, J=15.0 Hz, 1H), 7.42 (d, J=15.0 Hz, 1H), 3.19 (m, 2H), 2.92 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987319B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-772b7350c4304ca0a9cd9dbcedcc9679 |
| Source note | uspto-grants-2015_03 |