HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 239649Generated: October 28, 2026
HCID 58269236, compound → HCID 58269217, compound
https://huagongshe.com/reaction/239649
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 58269236 | HCID 58269236 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Boron tribromide | HCID 25134 | — |
| Product | HCID 58269217 | HCID 58269217 | 38.1% |
Reaction Steps
To a solution of example 54 (0.200 g, 0.383 mmoles) in dichloromethane (30 ml), BBr3 (1M in dichloromethane, 2.0 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 off-white solid (0.070 g, 36% yield). MP: 280-283° C. 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 9.69(s,1H), 8.20(s,1H), 8.06(dd, J=8.2,1.7 Hz, 1H), 7.80(m,1H), 7.51(m,2H), 7.39(m,2H), 7.17(m, 2H), 7.11(dt, J=8.7,2.2 Hz, 1H), 7.02(d, J=8.6 Hz, 1H), 7.00(s,1H), 6.86 (dd, J=7.7,1.8 Hz, 1H), 5.53(s, 2H). Mass: 479.88(M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642607B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-d755fbe365b347c3a375fcdc33f9cbec |
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| Source note | uspto-grants-2014_02 |
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