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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792872Generated: October 27, 2026

4-Fluorophenylboronic acid → (5R*,6S*)-3-(3,5-Dichlorophenyl)-6-(4'-fluorobiphenyl-4-yl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione

https://huagongshe.com/reaction/1792872

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant(5R*,6S*)-6-(4-Bromophenyl)-3-(3,5-dichlorophenyl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dioneHCID 60054691—
Product(5R*,6S*)-3-(3,5-Dichlorophenyl)-6-(4'-fluorobiphenyl-4-yl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dioneHCID 6005480614.6%

Reaction Steps

Using the procedure described in Example 8 (5R*,6S*)-6-(4-bromophenyl)-3-(3,5-dichlorophenyl)-1-methyl-1,3-diazaspiro[4.4]nonane-2,4-dione (80 mg, 0.17 mmol) (Example 1) was reacted with 4-fluorophenylboronic acid (71.4 mg, 0.51 mmol) to yield the above-titled compound (12 mg) as a white solid. 1H NMR (CDCl3) δ 7.45–7.55 (4H, m), 7.05–7.25 (5H, m), 6.62 (2H, m), 3.46 (1H, dd, J1=12.9 Hz, J2=6.3 Hz), 3.18 (3H, s), 2.5–2.75 (1H, m), 1.85–2.45 (5H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07078420B2
Source datasetuspto-grants-2006_07
ORD IDord-439a77c73ae7453d917a074aa8cfea94
Source noteuspto-grants-2006_07