Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-chloro-5H-pyrrolo[3,2-d]pyrimidine | HCID 5370695 | — |
| Reactant | HCID 86615777 | HCID 86615777 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86615776 | HCID 86615776 | 84.4% |
Reaction Steps
4-Chloro-5H-pyrrolo[3,2-d]pyrimidine (203.6 mg), 3-[2-(tetrahydro-2H-pyran-2-yloxy)ethoxy]propyl methanesulfonate (559.3 mg) was dissolved in N,N-dimethylformamide (4 mL), cesium carbonate (1.30 g) was added, and the mixture was stirred at 40° C. for 4.5 hrs. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (eluent, hexane:ethyl acetate=67:33→20:80) to give the title compound (380.2 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07507740B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-d5c0c5798ac641e58e67cc63fe348832 |
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| Source note | uspto-grants-2009_03 |
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