Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate | HCID 17998716 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 86663149 | HCID 86663149 | — |
Reaction Steps
To a solution of tert-butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (1.00 g, 3.29 mmol) and DIPEA (1.21 mL, 6.97 mmol) at room temperature (20° C.) was added 3-S-methyl morpholine (0.54 g, 5.33 mmol). The reaction mixture was heated to 35° C. and stirred for 48 h. The reaction was diluted with DCM and Sat. NaHCO3. The organic layer was rinsed (brine), dried (anhydrous Na2SO4) and concentrated in vacuo. The desired product was isolated by flash chromatography (silica, 50 g, 0-50% EtOAc in petroleum ether (40-60) over 25 min) as a white solid (0.71 g, 1.92 mmol, 59% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785457B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-805b18c4634b409b93b4a73e35278954 |
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| Source note | uspto-grants-2014_07 |
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