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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1824133Generated: November 1, 2026

(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol → 5-(2,4-dichlorophenyl)-3,6-diethyl-N-[Cis-5-propyl-4,5,6,7-tetrahydro-1-benzothien-4-yl]pyrazin-2-amine

https://huagongshe.com/reaction/1824133

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-olHCID 58583246—
Reactant5-bromo-3,6-diethyl-N-[Cis-5-propyl-4,5,6,7-tetrahydro-1-benzothien-4-yl]pyrazin-2-amineHCID 58583505—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(2,4-dichlorophenyl)-3,6-diethyl-N-[Cis-5-propyl-4,5,6,7-tetrahydro-1-benzothien-4-yl]pyrazin-2-amineHCID 58583252—

Reaction Steps

Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting 5-bromo-3,6-diethyl-N-[Cis-5-propyl-4,5,6,7-tetrahydro-1-benzothien-4-yl]pyrazin-2-amine, ethylene glycol dimethyl ether and tetrakis(triphenylphosphine) palladium and making non-critical variations provided the title compound as a oil: 1H NMR (300 MHz, CDCl3) δ) 7.50, 7.32, 7.08, 6.98, 5.73, 4.43, 2.98, 2.82, 2.62, 2.50, 2.10, 1.95, 1.76, 1.57–1.44, 1.42–1.18, 0.89; HRMS (FAB) calcd for C25H29Cl2N3S+H 474.1537, found 474.1544. Anal. Calcd for C25H29Cl2N3S: C, 63.28; H, 6.16; N, 8.86. Found: C, 63.61; H, 6.33; N, 8.65.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07041672B2
Source datasetuspto-grants-2006_05
ORD IDord-53dd52867cc24ea39ca22fd74d7f267c
Source noteuspto-grants-2006_05