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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47689Generated: October 26, 2026

Sodium Hydroxide → HCID 59060807, compound

https://huagongshe.com/reaction/47689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantmethyl 4-[(2R)-2-(aminomethyl)-3,4-dihydro-2H-chromen-6-yl]benzoateHCID 9902206—
ReactantHCID 59060751HCID 59060751—
SolventIsopropanolHCID 3776—
ProductHCID 59060807HCID 5906080741.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

Crude (2S)-2-[(2,6-diisopropylphenoxy)methyl]oxirane (Example 17, 0.55 mmol), was diluted in 2 mL of isopropanol (10% water), and treated with methyl 4-[(2R)-2-(aminomethyl)-3,4-dihydro-2H-chromen-6-yl]benzoate (Example 39, 88 mg, 0.26 mmol). This mixture was stirred at 80° C. for 72 hours, then 1N sodium hydroxide (2 mL) was added to the solution at room temperature, and stirred for another 0.5 hour. The product was then purified by preparative HPLC (Gradient 0-70% Acetonitrile/0.1% aq. TFA) to obtain 56.3 mg of product (as a TFA salt) MH+518.3 (free base).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699860B2
Source datasetuspto-grants-2004_03
ORD IDord-9cb09c3b0bca45afbb214f948d123fcf
Source noteuspto-grants-2004_03