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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560803Generated: October 29, 2026

4-Fluorobenzyl bromide → ethyl 5-(1-(2-cyclopropylethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-3-methylthiophene-2-carboxylate

https://huagongshe.com/reaction/560803

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluorobenzyl bromideHCID 68021—
ReactantToluene-4-sulfonic acid 2-cyclopropyl-ethyl esterHCID 13568392—
Reactantethyl 3-methyl-5-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylateHCID 59481255—
Productethyl 5-(1-(2-cyclopropylethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-3-methylthiophene-2-carboxylateHCID 5803143580%

Reaction Steps

Following the procedure as described in Example 29, making variations as required to replace 4-fluorobenzyl bromide with 2-cyclopropylethyl 4-methylbenzenesulfonate to react with ethyl 3-methyl-5-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)thiophene-2-carboxylate, the title compound was obtained as a yellowish solid in 80% yield: 1H NMR (300 MHz, CDCl3) δ 7.74 (s, 1H), 6.94 (s, 1H), 4.32 (q, J=7.1 Hz, 2H), 2.54 (s, 3H), 3.94 (t, J=7.1 Hz, 2H), 1.72-1.63 (m, 2H), 1.36 (t, J=7.1 Hz, 3H), 0.77-0.63 (m, 1H), 0.49-0.41 (m, 2H), 0.08-0.01 (m, 2H); MS (ES+) m/z 322.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063084B2
Source datasetuspto-grants-2011_11
ORD IDord-36ee64d0727e44559832a3438dfa855f
Source noteuspto-grants-2011_11