HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66580036, compound → HCID 136073772, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66580036 | HCID 66580036 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Boron tribromide | HCID 25134 | — |
| Product | HCID 136073772 | HCID 136073772 | 24% |
Reaction Steps
To a solution of example 97 (0.180 g, 0.0.335 mmoles) in dichloromethane (10 ml), BBr3 (1M in dichloromethane, 1.8 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 to afford the title compound as off-white pale solid (0.040 g, 24% yield). MP: 193-195° C. 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 9.27(s,1H), 9.22(s,1H), 8.05(dd, J=7.3,1.4 Hz, 1H), 8.03(s,1H), 7.86(m, 1H), 7.68(d, J=8.4 Hz, 1H), 7.53(t, J=7.7 Hz, 1H), 7.35(s,1H), 7.27(br s, 1H), 7.05-6.86(m,5H), 6.02(q, J=7.0 Hz, 1H),1.87(d, J=7.0 Hz, 3H). Mass: 509.84(M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642607B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-f1c2f869cf4b46cb9d7b457fea866893 |
| Source note | uspto-grants-2014_02 |