HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Acetoxy-2-bromoethane → 6-{2-{2-Hydroxyethyl{2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Acetoxy-2-bromoethane | HCID 13564 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Pivalic acid 6-{4-methoxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]acetylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester | HCID 57933831 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-{2-{2-Hydroxyethyl{2-[4-(2-piperidin-1-ylethoxy)phenyl]ethyl}amino}-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-ol | HCID 57934133 | — |
Reaction Steps
To a solution of pivalic acid 6-{4-methoxy-2-{2-[4-(2-piperidin-1-ylethoxy)phenyl]acetylamino}phenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (30 mg) in tetrahydrofuran (1 ml) was added 60% sodium hydride (2.2 mg), the solution was stirred for 30 minutes at room temperature, then bromoethyl acetate (6.1 μl) was added thereto followed by stirring for 1 hour. To the reaction solution was added a saturated aqueous solution of ammonium chloride, the solution was extracted with chloroform, and concentrated in vacuo. The residue was subjected to the synthetic method of Example 337 described above to provide the title compound (14 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399520B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-f1525b7d3b5842b28739978219944db3 |
| Source note | uspto-grants-2013_03 |