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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561871Generated: October 30, 2026

Hydrochloric Acid → 3-Amino-N-cyclopropyl-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-N-[3-hydroxy-5-(3-methoxypropyl)benzyl]propanamide

https://huagongshe.com/reaction/561871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl (3-{cyclopropyl[3-hydroxy-5-(3-methoxypropyl)benzyl](cyclopropyl)amino}-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamateHCID 86635933—
SolventDichloromethaneHCID 6344—
Product3-Amino-N-cyclopropyl-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-N-[3-hydroxy-5-(3-methoxypropyl)benzyl]propanamideHCID 15981353—

Reaction Steps

To a CH2Cl2 solution (0.08 M) of tert-butyl (3-{cyclopropyl[3-hydroxy-5-(3-methoxypropyl)benzyl] (cyclopropyl)amino}-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from the previous step (1 eq.) was added HCl (4.0 M dioxane solution, 20 eq.). The resulting solution was stirred at RT for 3 h. Following the removal of the volatiles in vacuo, the resulting residue was directly loaded onto a SiO2 column packed with 92:8 (v/v) CH2Cl2: 2.0 M NH3 in MeOH. Elution with the same solvent system furnished the title compound as a white froth. MS (ESI+): 615.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063105B2
Source datasetuspto-grants-2011_11
ORD IDord-d1ddf53de5924290be48c717e4d7b7c6
Source noteuspto-grants-2011_11