HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-2-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)-4-methylpentan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | D(-)-Leucinol | HCID 2724002 | — |
| Reactant | 6-(2-Chloropyridin-4-yloxy)-2-(methylsulfinyl)benzo[d]thiazole | HCID 57725430 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (R)-2-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)-4-methylpentan-1-ol | HCID 57725426 | 38.8% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To the solution of 6-(2-chloropyridin-4-yloxy)-2-(methylsulfinyl)benzo[d]thiazole (26 mg, 80 μmol) in 400 μL of NMP was added (R)-2-amino-4-methylpentan-1-ol (33 μL, 250 μmol) and DIPEA (17 μL, 100 μmol). The reaction solution was stirred at 100° C. for 18 hours. The crude reaction solution was purified on prep HPLC and evaporated in vacuo to give (R)-2-(6-(2-chloropyridin-4-yloxy)benzo[d]thiazol-2-ylamino)-4-methylpentan-1-ol (12 mg, 31 μmol) as powder. ES/MS m/z 378.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553854B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-279d316d14a549d594a094ad2663bf75 |
| Source note | uspto-grants-2009_06 |