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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59391Generated: October 26, 2026

Pivaloyl chloride → N-(4-chloro-2-fluoro-5-(4,5-dihydro-3-(4-iodophenyl)-5-oxo-1,2,4-triazol-1-yl)benzyl)pivalamide

https://huagongshe.com/reaction/59391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivaloyl chlorideHCID 62493—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(5-(aminomethyl)-2-chloro-4-fluorophenyl)-5-(4-iodophenyl)-2H-1,2,4-triazol-3(4H)-oneHCID 136492439—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-chloro-2-fluoro-5-(4,5-dihydro-3-(4-iodophenyl)-5-oxo-1,2,4-triazol-1-yl)benzyl)pivalamideHCID 13649237963%

Reaction Steps

The title compound was prepared according to the procedure described in step-2 of Intermediate-83 by using 2-(5-(aminomethyl)-2-chloro-4-fluorophenyl)-5-(4-iodophenyl)-2H-1,2,4-triazol-3(4H)-one (0.400 g, 0.900 mmol), pivaloyl chloride (0.2 mL, 1.35 mmol), DIPEA (2 mL), and THF (10 mL) to afford 0.300 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 1.10 (s, 9H), 4.30 (d, J=5.4 Hz, 2H), 7.42-7.44 (m, 1H), 7.62-7.66 (m, 3H), 7.88-7.91 (br d, 1H), 8.14 (m, 1H); MS (m/z): 529.42 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09439890B2
Source datasetuspto-grants-2016_09
ORD IDord-1a3d46bd94dc414494c5e3a48cf6cb37
Source noteuspto-grants-2016_09