HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 1-(aminomethyl)cyclohexane-1-carboxylate → 1-{[6-(2-Methylcarbamoyl-pyridin-4-yloxy)-benzooxazol-2-ylamino]methyl}-cyclohexanecarboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 1-(aminomethyl)cyclohexane-1-carboxylate | HCID 21840381 | — |
| Reactant | N-methyl-4-(2-(methylsulfinyl)benzo[d]oxazol-6-yloxy)picolinamide | HCID 57725414 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-{[6-(2-Methylcarbamoyl-pyridin-4-yloxy)-benzooxazol-2-ylamino]methyl}-cyclohexanecarboxylic acid ethyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173689B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-eb1caa711f904382a608f368408fa7cb |
| Source note | uspto-grants-2012_05 |