Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-5-fluoropyrimidine | HCID 583466 | — |
| Reactant | HCID 53779442 | HCID 53779442 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15817415 | HCID 15817415 | 40% |
Reaction Steps
A mixture of 2.20 g (7.67 mmol) of (7R,9aS)-7-(5-fluoroindol-1-yl)methyl-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine, 1.02 g (7.67 mmol) of 2-chloro-5-fluoropyrimidine and 1.95 g (18.4 mmol) of sodium carbonate in 100 mL of water was stirred at 95° C. for 72 h. The mixture was cooled to room temperature, extracted with chloroform (3×), the combined organic phase was washed with brine, dried (magnesium sulfate), filtered and evaporated. Purification by flash silica gel chromatography with 50:50 ethyl acetate:hexane gave 1.17 g (40%) of the title compound. mp (.HCl) 180–182° C. HRMS calc for HRMS calcd for C21H23F2N5: 383.1922, found: 383.1924.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07220753B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-87b729b992b045fbacf56ff20af8c91a |
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| Source note | uspto-grants-2007_05 |
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