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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1824040Generated: October 25, 2026

2-Fluoroethyl bromide → 5-(2-chloro-4-methoxyphenyl)-3,6-diethyl-N-[(1R,2S)-2-(2-fluoroethoxy)-2,3-dihydro-1H-inden-1-yl]pyrazin-2-amine

https://huagongshe.com/reaction/1824040

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoroethyl bromideHCID 12982—
Reactant5-(2,4-dichlorophenyl)-N-[(1R,2S)-2-ethoxy-2,3-dihydro-1H-inden-1-yl]-3,6-diethylpyrazin-2-amineHCID 10217073—
Reactant(1R,2S)-1-{[5-(2-chloro-4-methoxyphenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-olHCID 58631222—
Product5-(2-chloro-4-methoxyphenyl)-3,6-diethyl-N-[(1R,2S)-2-(2-fluoroethoxy)-2,3-dihydro-1H-inden-1-yl]pyrazin-2-amineHCID 10217297—

Reaction Steps

Following the procedure for the preparation of 5-(2,4-dichlorophenyl)-N-[(1R,2S)-2-ethoxy-2,3-dihydro-1H-inden-1-yl]-3,6-diethylpyrazin-2-amine but substituting (1R,2S)-1-{[5-(2-chloro-4-methoxyphenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol and 1-bromo-2-fluoroethane and making non-critical variations provided the title compound as a pale yellow semi-solid. IR (diffuse reflectance) 2970, 1604, 1564, 1481, 1439, 1391, 1286, 1228, 1204, 1182, 1123, 1109, 1044, 876, 750 cm−1; OAMS supporting ions at: ESI+ 470.1; MS (EI) m/z 469 (M+); HRMS (FAB) calcd for C26H29CLFN3O2+H1 470.2010, found 470.2013. [α]25D=−82 (c 0.39, methylene chloride); Anal. Calcd for C26H29ClFN3O2: C, 66.45; H, 6.22; N, 8.94. Found: C, 66.41; H, 6.37; N, 8.84.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07041672B2
Source datasetuspto-grants-2006_05
ORD IDord-a98d85a43e4f4ee5a1c1628a7b6f91fe
Source noteuspto-grants-2006_05