HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[2-(5-Aminopyridin-3-yl)ethyl]-N(4)-(2,5-dichloropyrimidin-4-yl)benzene-1,4-diamine Trihydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | tert-Butyl [5-(2-{2-[(tert-butoxycarbonyl)amino]-5-[(2,5-dichloropyrimidin-4-yl)amino]phenyl}ethyl)pyridin-3-yl]carbamate | HCID 57962746 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-[2-(5-Aminopyridin-3-yl)ethyl]-N(4)-(2,5-dichloropyrimidin-4-yl)benzene-1,4-diamine Trihydrochloride | HCID 86636251 | 73% |
Reaction Steps
A solution of 4.0 M of hydrogen chloride in 1,4-dioxane (30 mL, 120 mmol), tert-butyl [5-(2-{2-[(tert-butoxycarbonyl)amino]-5-[(2,5-dichloropyrimidin-4-yl)amino]phenyl}ethyl)pyridin-3-yl]carbamate (860 mg, 1.49 mmol) and methanol (15 mL) was stirred at 25° C. for 1 hour. The solvent was removed in vacuo. The crude residue was dissolved in DCM and triturated with ether to give the desired product (0.57 g, 73%). LCMS calculated for C17H17Cl2N6(M+H)+: m/z=375.0, 377.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-9cfbc3a797ba413d94f5a47016795a78 |
| Source note | uspto-grants-2014_10 |