HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 5-amino-N-(2-aminopyrimidin-5-yl)-2-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide | HCID 16118604 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-amino-N-(2-aminopyrimidin-5-yl)-2-methylbenzamide | HCID 16116848 | — |
Reaction Steps
A round bottom flask equipped with a stir bar was charged with N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide 8 (300 mg, 1.1 mmol), 10% Pd/C (˜150 mg), EtOAc (24 mL) and MeOH (6 mL). The mixture was purged with H2 (3× evacuation and back-fill cycles) then allowed to stir under an H2 balloon. After 24 h, TLC and LCMS indicated that the starting material was completely consumed. The mixture was filtered through a pad of Celite, washing with MeOH and CH2Cl2. Recrystalization from MeOH/CH2Cl2 afforded 5-amino-N-(2-aminopyrimidin-5-yl)-2-methylbenzamide 9 as a pale yellow crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754717B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-85663e0747c341338fe70b5932b895fa |
| Source note | uspto-grants-2010_07 |