Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-(4-Methylpiperazin-1-yl)aniline | HCID 11564613 | — |
| Reactant | HCID 57974171 | HCID 57974171 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 57974150 | HCID 57974150 | 98% |
Reaction Steps
Ethyl 2-[(2,5-dichloro-4-pyrimidinyl)amino]benzoate (10.2 g, 32.8 mmol) and 3-(4-methyl-1-piperazinyl)aniline (6.6 g, 34.4 mmol) were combined in a vessel with ethanol (200 mL) and concentrated HCl (3.2 mL, 38.4 mmol, 12N). The vessel was sealed and heated with stirring at 95° C. for 24 h. The reaction was cooled to room temperature and poured onto water (1.3 L). The aqueous layer was extracted with ethyl acetate (2×250 mL) and neutralized to pH 7 by the slow addition of 6N NaOH. The precipitated solid was filtered off and washed with water and ethyl ether to afford the product (15.0 g, 98% yield) as a tan solid. MS: M(C24H27ClN6O2)=466.97, (M+H)+=467.2 and 469.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07884098B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-58a7f7eb06e14c05a54917e56990e643 |
|---|
| Source note | uspto-grants-2011_02 |
|---|