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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627553Generated: November 1, 2026

Sodium ethoxide → [4-(Dimethylamino)-2-ethoxy-3-phenylquinolin-6-yl](1-methyl-1H-imidazol-5-yl)pyridin-4-ylmethanol.TFA

https://huagongshe.com/reaction/627553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantSodium MethoxideHCID 10942334—
Reactant(2-Chloro-4-(dimethylamino)-3-phenylquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)pyridin-4-ylmethanol.TFAHCID 86716112—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product[4-(Dimethylamino)-2-ethoxy-3-phenylquinolin-6-yl](1-methyl-1H-imidazol-5-yl)pyridin-4-ylmethanol.TFAHCID 86716114—

Reaction Steps

The title compound was prepared using (2-chloro-4-(dimethylamino)-3-phenylquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)(pyridin-4-yl)methanol (Example 47) and NaOEt in EtOH in place of (3-chlorophenyl)(2,4-dichloro-3-phenylquinolin-6-yl)(pyridin-3-yl)methanol and NaOMe in MeOH, respectively, according to the procedure described in Example 79. 1H NMR (400 MHz, MeOH-d4) δ 9.07 (s, 1H), 8.82 (d, J=5.62 Hz, 2H), 8.09 (s, 1H), 7.99 (d, J=5.38 Hz, 2H), 7.87 (d, J=8.56 Hz, 1H), 7.63 (dd, J=1.96, 8.56 Hz, 1H), 7.41-7.48 (m, 2H), 7.39 (d, J=7.09 Hz, 1H), 7.24 (d, J=7.82 Hz, 2H), 7.17 (s, 1H), 4.42 (q, J=7.01 Hz, 2H), 3.72 (s, 3H), 2.57 (s, 6H), 1.24 (t, J=6.97, 3H); MS m/e 480.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309222B2
Source datasetuspto-grants-2016_04
ORD IDord-40195600afd44a0aa8dc70435d5bf0e4
Source noteuspto-grants-2016_04