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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627552Generated: October 29, 2026

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

https://huagongshe.com/reaction/627552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant(2-Chloro-4-(dimethylamino)-3-phenylquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)pyridin-4-ylmethanol.TFAHCID 86716112—
ReactantHCID 178459997HCID 178459997—
SolventMethanolHCID 887—
SolventIsopropanolHCID 3776—
Product[4-(Dimethylamino)-2-(1-methylethoxy)-3-phenylquinolin-6-yl](1-methyl-1H-imidazol-5-yl)pyridin-4-ylmethanol.TFAHCID 86716111—

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 NaOiPr in iPrOH 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 9.08 (s, 1H), 8.84 (d, J=6.11 Hz, 2H), 8.11 (s, 1H), 8.05 (d, J=6.11 Hz, 2H), 7.87 (d, J=8.80 Hz, 1H), 7.64 (d, J=8.80 Hz, 1H), 7.33-7.50 (m, 3H), 7.16-7.27 (m, 3H), 5.32-5.50 (m, 1H), 3.72 (s, 3H), 2.59 (s, 6H), 1.23 (d, J=6.11 Hz, 6H); MS m/e 494.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309222B2
Source datasetuspto-grants-2016_04
ORD IDord-b754fdb3e7be4a8692ccf225da027e10
Source noteuspto-grants-2016_04