Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422528Generated: October 31, 2026

Sodium Hydroxide → 2-(4-Chloro-7-methoxy-8-methylquinolin-2-yl)-4-isopropylthiazole

https://huagongshe.com/reaction/1422528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-(4-Isopropylthiazol-2-YL)-7-methoxy-8-methylquinolin-4-OLHCID 178487692—
Product2-(4-Chloro-7-methoxy-8-methylquinolin-2-yl)-4-isopropylthiazoleHCID 5135865196%

Reaction Steps

2-(4-Isopropyl-thiazol-2-yl)-7-methoxy-8-methyl-quinolin-4-ol (526 mg, 1.67 mmol) was taken up in POCl3 (4.0 mL) and placed in a 85° C. oil bath. The reaction was monitored by LC/MS and determined to be complete after 40 min. The reaction was cooled to rt, and poured into ice water. Adjust pH=10 with 10N NaOH. The mixture was extracted with CH2Cl2, dried with Na2SO4, filtered and was concentrated to afford analytically clean 4-chloro-2-(4-isopropyl-thiazol-2-yl)-7-methoxy-8-methyl-quinoline (532 mg, 96%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927484B2
Source datasetuspto-grants-2015_01
ORD IDord-bf26c1995f2f467f8b866d34da48998d
Source noteuspto-grants-2015_01