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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659069Generated: October 31, 2026

Methanol → 6-(4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-2-oxo-1,2-dihydroquinolin-8-yloxy)hexanoic acid

https://huagongshe.com/reaction/659069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-1,2-dihydroquinolin-8-yloxy)hexanoateHCID 66781883—
SolventTetrahydrofuranHCID 8028—
Product6-(4-(3,5-Dichloropyridin-4-ylamino)-7-methoxy-2-oxo-1,2-dihydroquinolin-8-yloxy)hexanoic acidHCID 24852034—

Reaction Steps

Lithium hydroxide (2.0 mL, 1M, 2.0 mmol) was added to a solution of ethyl 6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-1,2-dihydroquinolin-8-yloxy)hexanoate (100 mg, 0.20 mmol), MeOH (2 mL), and THF (8 mL). The mixture was stirred for 24 h, quenched with 1N HCl (30 mL), and extracted with EtOAc (40 mL×2). The organic extracts were dried, filtered, and concentrated to give 6-(4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2-oxo-1,2-dihydroquinolin-8-yloxy)hexanoic acid: 1H NMR (400 MHz, DMSO-d6): δ 10.10 (s, 1H), 8.88 (s, 1H), 8.77 (s, 2H), 7.89 (d, 1H), 7.06 (d, 1H), 4.80 (s, 1H), 3.95 (t, 2H), 3.90 (s, 3H), 2.22 (t, 2H), 1.76 (m, 2H), 1.55 (m, 2H), 1.39 (m, 2H); MS (ESI): 465.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080563B2
Source datasetuspto-grants-2011_12
ORD IDord-7186ddca065c47cc8abdbf2dd80cdf71
Source noteuspto-grants-2011_12