HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484355Generated: October 31, 2026
HCID 53234766, compound → HCID 58269289, compound
https://huagongshe.com/reaction/1484355
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 53234766 | HCID 53234766 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Boron tribromide | HCID 25134 | — |
| Product | HCID 58269289 | HCID 58269289 | 55.1% |
Reaction Steps
To a solution of Example 82 (0.075 g, 0.142 mmoles) in dichloromethane (15 ml), BBr3 (1M in dichloromethane, 1 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 Hal 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 pale green solid (0.040 g, 55% yield). MP: 241-244° C. 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 10.15 (s, 1H), 8.05 (s, 1H), 8.05 (dd, J=8.6, 1.5 Hz, 1H), 7.86 (m, 1H), 7.68 (d, J=8.4 Hz, 1H), 7.53 (t, J=7.4 Hz, 1H), 7.28 (m, 2H), 7.20 (dd, J=8.5, 1.9 Hz, 1H), 7.05 (m, 4H), 6.04 (q, J=7.1 Hz, 1H), 1.88 (d, J=7.1 Hz, 3H). Mass: 511.94 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09421209B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-4fc2a74d785144d49d28f710eec53b8c |
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| Source note | uspto-grants-2016_08 |
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