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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484384Generated: November 2, 2026

HCID 58269153, compound → HCID 53235315, compound

https://huagongshe.com/reaction/1484384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58269153HCID 58269153—
SolventDichloromethaneHCID 6344—
SolventBoron tribromideHCID 25134—
ProductHCID 53235315HCID 5323531527.2%

Reaction Steps

To a solution of Example 121 (0.180 g, 0.324 mmoles) in dichloromethane (15 ml), BBr3 (1M in dichloromethane, 1.6 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 grey solid (0.045 g, 27% yield). MP: 193-196° C. 1H-NMR (δ ppm, DMSO-D6, 400 MHz): δ 9.74 (s, 1H), 8.17 (s, 1H), 7.83-7.70 (m, 4H), 7.63 (m, 1H), 7.35 (t, J=8.2 Hz, 1H), 7.31 (m, 1H), 7.12 (m, 4H), 6.99 (m, 2H), 6.08 (q, J=6.8 Hz, 1H), 1.90 (d, J=7.0 Hz, 3H). Mass: 511.87 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09421209B2
Source datasetuspto-grants-2016_08
ORD IDord-1564534c772d40f6aac17ff4de4003c8
Source noteuspto-grants-2016_08