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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561880Generated: October 30, 2026

Sodium Hydroxide → Sodium 2-{[3-{[(3-amino-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}propanoyl) (cyclopropyl)amino]methyl}-5-(3-methoxypropyl)phenoxy]methyl}cyclopropanecarboxylate

https://huagongshe.com/reaction/561880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantHCID 15981220HCID 15981220—
SolventEthanolHCID 702—
ProductSodium 2-{[3-{[(3-amino-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}propanoyl) (cyclopropyl)amino]methyl}-5-(3-methoxypropyl)phenoxy]methyl}cyclopropanecarboxylateHCID 23686336—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a ethanol solution (0.03 M) of ethyl 2-{[3-{[(3-amino-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}propanoyl) (cyclopropyl)amino]methyl}-5-(3-methoxypropyl)phenoxy]methyl}cyclopropanecarboxylate from Example 86 was added sodium hydroxide (1 N aqueous solution, 2.2 eq.). The resulting solution was stirred at 80° C. for 18 h. The volatiles were removed in vacuo and the resulting solid residue was suspended in dichloromethane. The insolubles were then filtered off and the filtrate was concentrated in vacuo to afford the title compound as a white solid. MS for the corresponding free acid (ESI+): 713.2. 1H NMR (methanol-d4): 0.41 (m, 1H), 0.70-0.83 (m, 4H), 1.11 (m, 1H), 1.52 (m, 1H), 1.72 (m, 1H), 1.80-1.87 (m, 2H), 2.24 (m, 1H), 2.31 (s, 3H), 2.59-2.62 (m, 2H), 2.75-2.80 (m, 2H), 2.84 (dd, J=13.2, 9.5 Hz, 1H), 2.95 (dd, J=12.7, 7.5 Hz, 1H), 3.31 (s, 3H), 3.37 (t, J=6.4 Hz, 2H), 3.73 (71, 1H), 3.85 (d, J=6.7 Hz, 2H), 4.22-4.45 (m, 4H), 4.48 (d, J=14.6 Hz, 1H), 4.58 (d, J=14.8 Hz, 1H), 6.58 (s, 1H), 6.62 (s, 1H), 6.65 (s, 1H), 6.78 (d, J=8.6 Hz, 2H), 7.08 (d, J=8.5 Hz, 2H), 7.22 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063105B2
Source datasetuspto-grants-2011_11
ORD IDord-15c7ede725a246189bede1979e45a7d3
Source noteuspto-grants-2011_11