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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920957Generated: October 25, 2026

2-isobutyl-N,N-bis(4-methoxybenzyl)imidazo[1,2-a]quinoxalin-4-amine → 2-Isobutylimidazo[1,2-a]quinoxalin-4-amine

https://huagongshe.com/reaction/1920957

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-isobutyl-N,N-bis(4-methoxybenzyl)imidazo[1,2-a]quinoxalin-4-amineHCID 57425910—
SolventTrifluoroacetic acidHCID 6422—
Product2-Isobutylimidazo[1,2-a]quinoxalin-4-amineHCID 1674206279.4%

Reaction Steps

The solution of 2-isobutyl-N,N-bis(4-methoxybenzyl)imidazo[1,2-a]quinoxalin-4-amine (16 mg, 0.033 mmol) in 1 mL of trifluoroacetic acid was stirred at 70° C. for 6 hours. The solvent was removed under reduced pressure. And then 10 mL of saturated aqueous sodium bicarbonate was added. The resulting mixture was extracted with 75 mL of ethyl acetate. The organic layer was separated and then washed with water (15 mL), brine (15 mL), dried over MgSO4, filtered and concentrated. The crude product was purified by preparative TLC sheet (ethyl acetate and hexanes) to give the titled compound (6.3 mg, 79%). MS: MH+=241. 1H NMR (300 MHz, CDCl3): δ 7.74 (s, 1H), 7.68 (m, 2H), 7.30-7.40 (m, 4H), 5.70 (brs, 2H), 2.67 (d, 2H), 2.08 (m, 1H), 1.00 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173657B2
Source datasetuspto-grants-2012_05
ORD IDord-52eb4a2c4ece40e987c906d8f77ac7a0
Source noteuspto-grants-2012_05