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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922202Generated: October 25, 2026

Ethyl 1-(aminomethyl)cyclohexane-1-carboxylate → 1-{[6-(2-Methylcarbamoyl-pyridin-4-yloxy)-benzooxazol-2-ylamino]methyl}-cyclohexanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1922202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 1-(aminomethyl)cyclohexane-1-carboxylateHCID 21840381—
ReactantN-methyl-4-(2-(methylsulfinyl)benzo[d]oxazol-6-yloxy)picolinamideHCID 57725414—
SolventTetrahydrofuranHCID 8028—
Product1-{[6-(2-Methylcarbamoyl-pyridin-4-yloxy)-benzooxazol-2-ylamino]methyl}-cyclohexanecarboxylic acid ethyl esterHCID 24821066—

Reaction Steps

To a solution of 1-aminomethyl-cyclohexanecarboxylic acid ethyl ester in THF was added 4-(2-methanesulfinyl-benzooxazol-6-yloxy)-pyridine-2-carboxylic acid methylamide from Step 3 of Example 2. After reacting at room temperature for 2 hours the solvent was removed and the crude product was diluted with ethyl acetate and some dichloromethane, then washed three times with brine, dried with anhydrous sodium sulfate, filtered and concentrated. The final product was purified by reverse phase preparatory HPLC. MH+=453.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173689B2
Source datasetuspto-grants-2012_05
ORD IDord-eb1caa711f904382a608f368408fa7cb
Source noteuspto-grants-2012_05