Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | pyrimidine-4,6-dicarboxylic acid | HCID 239360 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69798198 | HCID 69798198 | — |
Reaction Steps
Pyrimidine-4,6-dicarboxylic acid is dissolved in dichloromethane (DCM) at 24° C. To the solution is added three equivalents of thionyl chloride. The reaction mixture is stirred at 24° C. for 1 hour. The reaction mixture is concentrated by evaporation of the solvent under reduced pressure to give an oil. The oil is dissolved in ethyl acetate, and three equivalents of benzylamine are added. The reaction mixture is stirred at 24° C. for 3 hours. The solvent is than removed by evaporation under reduced pressure to give an oil. The oil is purified by chromatography over silica gel, eluting with hexane-ethyl acetate (9:1) to 100% ethyl acetate. The fractions shown by thin layer chromatography to contain a single product component are combined and concentrated to dryness under reduced pressure to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06936616B2 |
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| Source dataset | uspto-grants-2005_08 |
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| ORD ID | ord-472a495895b2430ab7d7b6c3c2c71772 |
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| Source note | uspto-grants-2005_08 |
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