HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → (2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Pyrido(3,2-d)pyrimidine-6-methanol, 2,4-dichloro-, acetate (ester) | HCID 156970 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (2-Chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl acetate | HCID 86657075 | 96.6% |
Reaction Steps
A mixture of (2,4-dichloropyrido[3,2-d]pyrimidin-6-yl)methyl acetate (1.92 g, 7.06 mmol) according to Srinivasan and Broom (1981) J. Org. Chem. 46:1777-1781, and morpholine (1.3 mL, 14.9 mmol) in ethanol (100 mL) was stirred at room temperature for 2 hours. The reaction mixture was then evaporated to dryness. The crude product was purified by flash chromatography (DCM) to give (2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methyl acetate 5 (2.2 g, 96%). 1H-NMR (CDCl3): δ 8.05 (d, 1H), 7.66 (d, 1H), 5.29 (s, 2H), 4.5 (s, br, 4H), 3.87 (m, 4H), 2.19 (s, 3H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08440651B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-a3d4132a290a471898e0af4ed29186c6 |
| Source note | uspto-grants-2013_05 |