HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Methyl 2-(4-((3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propylamino)methyl)phenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 5-(3-Aminopropyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine | HCID 9837870 | — |
| Reactant | Methyl 2-(4-formylphenyl)acetate | HCID 19363032 | — |
| Catalyst | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(4-((3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propylamino)methyl)phenyl)acetate | HCID 42613958 | 60.8% |
Reaction Steps
The product from Example 1 step (v) (0.3 g) and methyl 2-(4-formylphenyl)acetate (0.213 g) were combined in THF (20 mL), acetic acid (0.072 g) was added and the reaction mixture stirred at rt for 16 h. Sodium borohydride (0.0677 g) and MeOH (3 drops) were added and the reaction mixture stirred for 72 h. The solvents were evaporated and the product dissolved in MeOH and purified by RPHPLC to give the title compound 0.3 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268990B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-660f72420b4d4049bbd88be34e0363b4 |
| Source note | uspto-grants-2012_09 |