HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N4-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-iodopyrimidine-4,5-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Chloro-4-(3-fluorobenzyloxy)aniline | HCID 7059263 | — |
| Reactant | 4,6-Diiodopyrimidin-5-amine | HCID 11810154 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N4-{3-chloro-4-[(3-fluorobenzyl)oxy]phenyl}-6-iodopyrimidine-4,5-diamine | HCID 86615762 | 81% |
Reaction Steps
A solution of 5-amino-4,6-diiodopyrimidine (3.83 g) and 3-chloro-4-[(3-fluorobenzyl)oxy]aniline (2.78 g) in 1-methyl-2-pyrrolidone (30 mL) was stirred at 70° C. for 14 hrs. Water was added to the reaction system and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over magnesium sulfate. After concentration under reduced pressure, the residue was separated and purified by column chromatography (eluent, ethyl acetate:hexane=1:4→2:3→1:1) to give the title compound (4.21 g) as brown powder crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178543B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-b324adb33e75410d82d94399c469ee06 |
| Source note | uspto-grants-2012_05 |