HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → HCID 117667602, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Trichloroacetyl isocyanate | HCID 76400 | — |
| Reactant | 6-Bromo-1,2,3,4-tetrahydro-1,8-naphthyridine | HCID 17930126 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 117667602 | HCID 117667602 | 96.3% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a cooled (0° C.) solution of 6-bromo-1,2,3,4-tetrahydro-[1,8]naphthyridine (6.4 g, 30.0 mmol) in DCM (75 mL) is added a trichloroacetyl isocyanate (3.8 mL, 31.5 mmol). After stirring for 1 h at 0° C., a solution of methanolic KOH (1M, 10 mL) is added. The resulting mixture is allowed to warm and stir at room temperature for 16 h. The reaction is concentrated and purified by silica gel column (0-100% EtOAc in heptane) to afford the title compound (7.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-10fb7eb43d054d6da54d6dc2c3f65a8e |
| Source note | uspto-grants-2015_11 |