HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58269112, compound → HCID 58269225, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58269112 | HCID 58269112 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Boron tribromide | HCID 25134 | — |
| Product | HCID 58269225 | HCID 58269225 | 31.9% |
Reaction Steps
To a solution of Example 120 (0.075 g, 0.140 mmoles) in dichloromethane (10 ml), BBr3 (1M in dichloromethane, 1.0 ml) was added at 0° C. and the reaction mixture was warmed to RT and then stirred for 12 h. The reaction mixture was quenched with 1.5N HCl solution and extracted with dichloromethane. The organic layer was dried over sodium sulphate and concentrated. The crude product was purified by column chromatography with methanol: dichloromethane to afford the title compound as light brown solid (0.023 g, 31% yield). MP: 127-129° C. 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 10.18(s,1H), 8.19(s, 1H), 7.74-7.61(m, 3H), 7.38(q, J=7.8 Hz, 1H),7.15(m,3H), 6.84(s,1H), 6.81(d, J=8.8 Hz, 1H), 6.65(d, J=10.8 Hz, 1H), 5.54(s, 2H). Mass: 515.54(M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642607B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-a234c4e1811448a28e5ef523b79071af |
| Source note | uspto-grants-2014_02 |