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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925953Generated: October 29, 2026

Potassium Carbonate → 2-(4-Isopropyl-thiazol-2-yl)-6-methoxy-4-(4-methoxy-benzyloxy)-8-methyl-quinoline

https://huagongshe.com/reaction/925953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Isopropyl-2-(tributylstannyl)thiazoleHCID 57578754—
Reactant2-Chloro-6-methoxy-4-(4-methoxybenzyloxy)-8-methyl-quinolineHCID 86627751—
SolventDimethylformamideHCID 6228—
Product2-(4-Isopropyl-thiazol-2-yl)-6-methoxy-4-(4-methoxy-benzyloxy)-8-methyl-quinolineHCID 6665088263%

Reaction Steps

Compound 219 (100 mg, 0.29 mmol), compound 221f (242 mg, 0.35 mmol), and potassium carbonate (48 mg, 0.35 mmol) in degassed anhydrous DMF were stirred under microwave radiations at 80° C. for 1 hr. Solvent was removed under reduced pressure and the crude material was purified by chromatography on silica gel (Petroleum ether/DCM) to yield compound 222f as yellow powder in 63% yield. 1H NMR (CDCl3, 400 MHz) δ 1.40 (s, 3H), 1.42 (s, 3H), 2.80 (s, 314), 3.17-3.24 (m, 1H), 3.85 (s, 3H), 3.89 (s, 3H), 5.31 (s, 2H), 6.99 (d, J=9.10 Hz, 2H), 7.00 (s, 1H), 7.21 (m, 1H), 7.31 (d, J=2.93 Hz, 1H), 7.49 (d, J=9.10 Hz, 214), 7.79 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284307B2
Source datasetuspto-grants-2016_03
ORD IDord-8973b437fbf9434d81057be771017c81
Source noteuspto-grants-2016_03