HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(3-formylphenoxy)acetate → Methyl 2-(3-((3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propylamino)methyl)phenoxy)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(3-formylphenoxy)acetate | HCID 1494380 | — |
| Reactant | 5-(3-Aminopropyl)-6-methyl-N4-pentylpyrimidine-2,4-diamine | HCID 9837870 | — |
| Catalyst | Sodium borohydride | HCID 4311764 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(3-((3-(2-amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)propylamino)methyl)phenoxy)acetate | HCID 42613155 | 11.2% |
Reaction Steps
The product from example 1 step (v) (0.2 g) was dissolved in THF (10 mL) then methyl 2-(3-formylphenoxy)acetate (0.154 g) was added and stirred at rt overnight. Sodium borohydride (0.0301 mg) was added and stirred for 3 hr. The reaction was quenched with water and extracted with EtOAc, dried and solvent removed under reduced pressure. The residue was purified by RPHPLC to afford the title compound 0.038 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765939B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-89c9501ac1d14b7c9f3aef099ffcf1d6 |
| Source note | uspto-grants-2014_07 |