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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551942Generated: October 25, 2026

4-(Phenylethynyl)benzaldehyde → Methyl 2-fluoro-5-{[4-(phenylethynyl)benzyl]amino}benzoate

https://huagongshe.com/reaction/551942

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Phenylethynyl)benzaldehydeHCID 609908—
ReactantMethyl 5-amino-2-fluorobenzoateHCID 15621043—
ProductMethyl 2-fluoro-5-{[4-(phenylethynyl)benzyl]amino}benzoateHCID 57554560—

Reaction Steps

The title compound was prepared following the procedure described in Example 23 step a) using methyl 5-amino-2-fluorobenzoate (500 mg, 2.96 mmol) and 4-(phenylethynyl)benzaldehyde (Fluorochem, 640 mg, 3.10 mmol). The title compound was obtained as a white powder (717 mg, 68%). HPLC, Rt: 4.78 min (purity: 97.4%). LC/MS, M−(ESI): 358.1. 1H NMR (CDCl3) δ: 7.52-7.48 (m, 4H), 7.32 (m, 5H), 7.15 (dd, J=5.3, 3.1 Hz, 1H), 6.94 (dd, J=10.5, 9.2 Hz, 1H), 6.72 (m, 1H), 4.33 (s, 2H), 3.89 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947851B2
Source datasetuspto-grants-2011_05
ORD IDord-48bc8eb06a8b41799d9f8ce7f80e0903
Source noteuspto-grants-2011_05