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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095806Generated: November 2, 2026

Ethanolamine → 4-(3,5-Dichloropyridin-4-ylamino)-8-(6-(2-hydroxyethylamino)hexyloxy)-7-methoxyquinolin-2(1H)-one

https://huagongshe.com/reaction/1095806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
Reactant8-(6-chlorohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-oneHCID 59268117—
Product4-(3,5-Dichloropyridin-4-ylamino)-8-(6-(2-hydroxyethylamino)hexyloxy)-7-methoxyquinolin-2(1H)-oneHCID 53346474—

Reaction Steps

The title compound was prepared from 8-(6-chlorohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one (Intermediate 4) and 2-aminoethanol following the procedure outlined in Example 18, Step 2 (modifications: 40° C., 24 h). 1H NMR (400 MHz, DMSO-d6): δ 8.70 (s, 2H), 7.86 (d, 1H), 7.01 (d, 1H), 4.70 (s, 1H), 4.52 (br, 1H), 3.95 (t, 2H), 3.89 (s, 3H), 3.43 (t, 2H), 2.58 (t, 2H), 2.53 (m, 2H), 1.74 (m, 2H), 1.48-1.28 (m, 6H) [NH's not seen]; MS (ESI): 495.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138205B2
Source datasetuspto-grants-2012_03
ORD IDord-9ef0ae44a20f468aa3744dde330a6702
Source noteuspto-grants-2012_03