HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 58416768, compound → 4-((4-Aminonaphthalen-1-yloxy)methyl)pyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 58416768 | HCID 58416768 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum | HCID 23939 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-((4-Aminonaphthalen-1-yloxy)methyl)pyrimidin-2-amine | HCID 58416755 | 91.1% |
Reaction Steps
A solution of the nitroarene (70) (1.10 g, 3.71 mmol) in a mixture of DCM (50 mL) and AcOH (40 mL) was passed through a Thales H-cube (1.0 mL·min−1, 55 mm, 10% Pt/C, 40° C., full hydrogen mode). LC-MS analysis of the resulting solution showed a mixture comprising of mainly starting material and ca. 20% product. The DCM was removed by evaporation in vacuo and the solution re-subjected to reduction using the same conditions at RT. The volatiles were evaporated in vacuo to give the title compound (71) (ca. 70% by LC-MS) as a purple solid (0.90 g, 64% yield): m/z 267 (M+H)+ (ES+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08299073B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-92c393a23d914fbaafe61733020b5b19 |
| Source note | uspto-grants-2012_10 |