Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277536Generated: October 26, 2026

Sodium Hydroxide → US10273222, Example 94

https://huagongshe.com/reaction/2277536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(2-Bromoethyl)-4-methoxybenzeneHCID 84427—
Reactantmethyl 2-(1H-imidazol-4-yl)pyridine-4-carboxylateHCID 178498395—
SolventMethanolHCID 887—
ProductUS10273222, Example 94HCID 8626928739%

Reaction Steps

The title compound was prepared in 39% yield from methyl 2-(1H-imidazol-4-yl)pyridine-4-carboxylate (PREPARATION 5) and 4-methoxyphenethyl bromide according to the procedure for the preparation of Example 44, followed by saponification using NaOH in MeOH. 1HNMR (400 MHz, DMSO): δ 3.02 (2H, t, J=7.2 Hz), 3.71 (3H, s), 4.24 (2H, t, J=7.2 Hz), 6.83 (2H, t, J=8.6 Hz), 7.12 (2H, t, J=8.6 Hz), 7.58 (1H, d, J=3.7 Hz), 7.62 (1H, s), 7.82 (1H, s), 8.26 (1H, s), 8.63 (1H, d, J=4.9 Hz). [M+H] Calc'd for C18H17N3O3, 324. Found, 324.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133166B2
Source datasetuspto-grants-2015_09
ORD IDord-46ed77eefb804a41985c4a8941c31b7c
Source noteuspto-grants-2015_09