Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387951Generated: October 31, 2026

Pyrrolidine → N-{4-[6-Cyano-7-(2-hydroxy-3-(pyrrolidin-1-yl)propoxy)quinolin-4-yloxy]-2-fluorophenyl)-N'-(thiazol-2-yl)urea

https://huagongshe.com/reaction/387951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantN-[4-(6-Cyano-7-oxiranylmethoxyquinolin-4-yloxy)-2-fluorophenyl]-N'-(thiazol-2-yl)ureaHCID 22936623—
SolventTetrahydrofuranHCID 8028—
ProductN-{4-[6-Cyano-7-(2-hydroxy-3-(pyrrolidin-1-yl)propoxy)quinolin-4-yloxy]-2-fluorophenyl)-N'-(thiazol-2-yl)ureaHCID 86591470—

Reaction Conditions

Temperature50 °C

Reaction Steps

After adding tetrahydrofuran (1 ml) and pyrrolidine (0.1 ml) to N-[4-(6-cyano-7-oxiranylmethoxy-quinolin-4-yloxy)-2-fluorophenyl]-N′-(thiazol-2-yl)urea (120 mg), the mixture was heated at 50° C. for 40 minutes. The reaction solution was purified by NH silica gel column chromatography (ethyl acetate-methanol system) to obtain the title compound (70 mg) as light yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-cd2feb72e7e64d32b78c46b200b5c8f7
Source noteuspto-grants-2013_02