Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | HCID 86672752 | HCID 86672752 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 56967031 | HCID 56967031 | 39% |
Reaction Steps
Add to a solution of N—((R)-6-amino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-3-[4-(4-cyano-phenyl)-1,2,3-triazol-1-ylmethyl]-benzamide trifluoroacetate (0.92 g, 1.61 mmol), bromoethyl methyl ether (0.22 g, 1.61 mmol), triethylamine (0.33 g, 3.22 mmol) and sodium iodide (0.02 mg, 0.16 mmol) in 8 mL of EtOH. Heat the reaction mixture at 110° C. under microwave irradiation for 5 h. Filter the mixture, concentrate and purify via preparative HPLC to give 0.32 g, 39% yield of 3-[4-(4-cyano-phenyl)-[1,2,3]triazol-1-ylmethyl]-N—[(R)-6-(2-methoxy-ethylamino)-4,5,6,7-tetrahydro-benzothiazol-2-yl]-benzamide as white foam. MS, ES+ 514.45 (M+H), rt 5.27 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000154B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-7175b4055697432486d173dc5150bc4d |
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| Source note | uspto-grants-2015_04 |
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