Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Octanoyl chloride | HCID 8124 | — |
| Reactant | HCID 486363 | HCID 486363 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 488732 | HCID 488732 | 68.6% |
Reaction Steps
Pyridine (0.014 mol) was added to a mixture of 4-[[4-amino-6-[(2,6-dichlorophenyl)-methyl]-2-pyrimidinyl]amino]benzonitrile (0.0013 mol) in CH2Cl2. A solution of octanoyl chloride (1.5 equiv) in CH2Cl2 (0.5 ml) was added dropwise. The mixture was stirred at room temperature for 2 hours. More octanoyl chloride (3.5 equiv) in CH2Cl2 was added dropwise. The mixture was stirred. The solvent was then evaporated. The residue was treated with a saturated aqueous NaHCO3 solution and the mixture was extracted with CH2Cl2. The separated organic layer was dried, filtered and the solvent was evaporated to give the crude product. The residue was recrystallized from CHCl3 and hexane, yielding 0.443 g (68.6%) of N-[6-[(2,6-dichloro-phenyl)methyl]-2-[(4-cyano-phenyl)amino]-4-pyrimidinyl]octanamide (comp. 17; mp. 135-137° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08026248B2 |
|---|
| Source dataset | uspto-grants-2011_09 |
|---|
| ORD ID | ord-51b44ce7d5174d44a60a6a42479f83bb |
|---|
| Source note | uspto-grants-2011_09 |
|---|