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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602995Generated: October 29, 2026

Methyl 4-[bromo(3-cyanophenyl)methyl]benzoate → Methyl 4-((S)-(3-cyanophenyl){3-[(1S)-1-(3,5-difluorophenyl)-2-fluoro-2-methylpropyl]azetidin-1-yl}methyl)benzoate

https://huagongshe.com/reaction/602995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-[bromo(3-cyanophenyl)methyl]benzoateHCID 67055333—
Reactant3-[(1S)-1-(3,5-Difluorophenyl)-2-fluoro-2-methylpropyl]azetidineHCID 67055359—
ProductMethyl 4-((S)-(3-cyanophenyl){3-[(1S)-1-(3,5-difluorophenyl)-2-fluoro-2-methylpropyl]azetidin-1-yl}methyl)benzoateHCID 67055327—

Reaction Steps

The title compound was prepared methyl 4-[bromo(3-cyanophenyl)methyl]benzoate and 3-[(1S)-1-(3,5-difluorophenyl)-2-fluoro-2-methylpropyl]azetidine (Step 1, Preparation 15) by the procedure described in Step 2 of Preparation 15. The product was purified by chromatography on an AD column using 30% isopropanol-heptane to afford the title compound; 1H-NMR(CDCl3) δ 1.25 (t, J=22 Hz, 6H), 2.33 (t, J=6.5 Hz, 1H), 2.83-2.89 (m, 2H), 3.05-3.22 (m, 2H), 3.65 (m, 1H), 3.92 (s, 3H), 4.34 (s, 1H), 6.68-6.71 (m, 3H), 7.21-7.8 (m, 8H); Mass Spectrum: m/e=493 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906652B2
Source datasetuspto-grants-2011_03
ORD IDord-fd89f94f09b14d0eb53746f6c7c3e41e
Source noteuspto-grants-2011_03