HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 15953858, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | 5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)pyrimidine-2,4-diamine | HCID 15953802 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15953858 | HCID 15953858 | 54% |
Reaction Steps
To 5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (1 g, 2.50 mmol), dissolved in anhydrous tetrahydrofuran, was added triethylamine (0.38 mL, 2.75 mmol) and isobutyryl chloride (0.29 mL, 2.75 mmol). After stirring 30 minutes, the reaction was concentrated under reduced pressure. The residue was dissolved in dichloromethane (100 mL), and the dichloromethane layer was washed with water, dried using anhydrous sodium sulfate, and concentrated under reduced pressure. Purification by silica gel column chromatography eluting with 96/4/0.1 dichloromethane/methanol/ammonium hydroxide yielded 634 mg (54%) of N-[4-amino-5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidin-2-yl]-isobutyramide as pale yellow solid, MS (M+H)=471.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799796B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-a176b96cde694476948e77f1272ad29f |
| Source note | uspto-grants-2010_09 |