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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924168Generated: October 26, 2026

Cesium fluoride → benzyl 4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)benzylcarbamate

https://huagongshe.com/reaction/924168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
ReactantTri-tert-butylphosphine tetrafluoroborateHCID 2734635—
Reactant3-bromo-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazoleHCID 90404300—
Reactantbenzyl N-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}carbamateHCID 90404705—
Catalystpalladium(II) acetateHCID 167845—
Productbenzyl 4-(1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazol-3-yl)benzylcarbamateHCID 90403882—

Reaction Steps

The title compound was prepared as described in Example 10 using 3-bromo-1-(4-(trifluoromethyl)phenyl)-1H-1,2,4-triazole (C1b), benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylcarbamate (C13), tri-tert-butylphosphonium tetrafluoroborate, palladium(II) acetate, and cesium fluoride and isolated as a white solid (0.846 g, 36%): 1H NMR (400 MHz, DMSO-d6) δ 9.53 (s, 1H), 8.28-8.14 (m, 2H), 8.16-8.04 (m, 2H), 8.04-7.95 (m, 2H), 7.92 (t, J=6.2 Hz, 1H), 7.49-7.13 (m, 7H), 5.07 (s, 2H), 4.29 (d, J=6.2 Hz, 2H); 19F NMR (376 MHz, DMSO-d6) δ −60.79; ESIMS m/z 453 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278964B2
Source datasetuspto-grants-2016_03
ORD IDord-a66ec6cb04814660945bcdee8c2a29da
Source noteuspto-grants-2016_03