HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-chloro-9H-purin-6-yl)morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-dichloro-1H-purine | HCID 178418875 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-chloro-9H-purin-6-yl)morpholine | HCID 3274603 | — |
Reaction Steps
To a solution of 2,6-dichloro-9H-purine (1.2 g, 6.35 mmol) in N,N-dimethylformamide (5 mL) was added morpholine (553 mg, 6.35 mmol) followed by diisopropylethyl amine (1.2 mL, 6.87 mmol), dropwise via a syringe. The solution was stirred at room temperature for 1 hour until precipitate formed. The reaction mixture was then poured into water and the precipitate was filtered. Upon drying under high vacuum, 2-chloro-6-morpholin-4-yl-9H-purine was isolated as an off-white solid. (1.5 g, 99%) LC/MS analysis method 7, mass (ES+) m/z 240.2 1H NMR (DMSO-d6): 13.21 (1H, brs), 8.15 (1H, s), 4.18 (4H, brs), 3.72 (4H, t)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987257B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-9ebf73700f084cdab961e79ce0514d9e |
| Source note | uspto-grants-2015_03 |