HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Diaminopyridine → 2-(6-amino-pyridin-2-ylamino)-6-bromo-8-cyclopentyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Diaminopyridine | HCID 8861 | — |
| Reactant | 6-bromo-8-cyclopentyl-5-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one | HCID 11372127 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-Bromo-8-cyclopentyl-5-methyl-2-(pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one | HCID 5330283 | — |
| Product | 2-(6-amino-pyridin-2-ylamino)-6-bromo-8-cyclopentyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one | HCID 10126959 | 18.8% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 6-bromo-8-cyclopentyl-2-methanesulfinyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (370 mg, 1.0 mmol) and 2,6-diaminopyridine (163 mg, 1.5 mmol) in toluene (5 mL) was heated at 120° C. overnight. The solid formed upon cooling was collected by filtration, washed with toluene and sonicated in hot MeOH. After filtration the solid was dried further to give the desired product 2-(6-amino-pyridin-2-ylamino)-6-bromo-8-cyclopentyl-5-methyl-8H-pyrido[2,3-d]pyrimidin-7-one (39 mg, 9.3%). mp: >274.6˜276° C. Calc'd for C18H19BrN5O.0.2 H2O: C, 51.61; H, 4.67; N, 20.06. Found: C, 51.42; H, 4.44; N, 19.87.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07208489B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-e3512e45421a432c882ee901167b79d2 |
| Source note | uspto-grants-2007_04 |