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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413153Generated: October 26, 2026

1,3-Dibromo-5-fluorobenzene → 6-(3-Bromo-5-fluoro-phenyl)4,4-dicyclopropyl-1,4-dihydrobenzo-[d][1,3]oxazin-2-one

https://huagongshe.com/reaction/413153

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dibromo-5-fluorobenzeneHCID 137003—
Reactant(4,4-dicyclopropyl-1,4-dihydro-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acidHCID 23509592—
Product6-(3-Bromo-5-fluoro-phenyl)4,4-dicyclopropyl-1,4-dihydrobenzo-[d][1,3]oxazin-2-oneHCID 10157919—

Reaction Steps

Prepared according to Procedure B from (4,4-dicyclopropyl-1,4-dihydro-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid and 1,3-dibromo-5-fluorobenzene. A white solid: mp 228-229° C.; 1H-NMR (DMSO-d6) δ10.3 (s, 1H), 7.76-7.72 (m, 2H), 7.65 (dd, 1H, J=8.32, 1.74 Hz), 7.60 (d, 1H, J=10.36 Hz), 7.51 (d, 1H, J=8.3 Hz), 6.93 (d, 1H, J=8.31 Hz), 1.63-1.54 (m, 2H), 0.58-0.41 (m, 6H), 0.30-0.28 (m, 2H); MS (APCI) m/z 402/404 ([M−H]−, 100%); Anal. Calc. For C20H17BrFNO2: C, 58.48, H, 4.17, N, 3.41. Found: C, 58.77, H, 4.23, N, 3.32.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566358B2
Source datasetuspto-grants-2003_05
ORD IDord-45ad84dd452b44299765c0df71f31b17
Source noteuspto-grants-2003_05