HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 2-[(2-Acetylaminoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-(2-Aminoethylamino)-4-(m-tolylamino)pyrimidine-5-carboxamide | HCID 9817349 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[(2-Acetylaminoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide | HCID 18460840 | — |
Reaction Steps
An 87 μl portion of acetyl chloride and −170 μl of triethylamine were added to a mixture of 318 mg of 2-(2-aminoethylamino)-4-(3-methylanilino)pyrimidine-5-carboxamide and 20 ml of ethyl acetate, followed by stirring at room temperature for 30 minutes. Water and THF were added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The resulting residue was recrystallized from a mixed solvent of THF and ethyl acetate, thereby obtaining 198 mg of 2-[(2-acetylaminoethyl)amino]-4-(3-methylanilino)pyrimidine-5-carboxamide (colorless crystals).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06432963B1 |
| Source dataset | uspto-grants-2002_08 |
| ORD ID | ord-9c5a6a758bab411dbbcf3ad802ae517c |
| Source note | uspto-grants-2002_08 |