Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2R)-1-aminopropan-2-ol | HCID 439938 | — |
| Reactant | 5-Benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione | HCID 950319 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86723517 | HCID 86723517 | — |
Reaction Steps
5-Benzoyl-6-(bromomethyl)-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (Intermediate C) (1 g 2.97 mmol) was added to a microwave vial (10-25 mL) equipped with a stirrer bar. To the vial was added ethanol (10 ml) followed by triethylamine (0.41 ml, 2.97 mmol) and (R)-1-aminopropan-2-ol (commercial). (223 mg, 2.97 mmol) The vial was heated to 100° C. in a microwave reactor for 1 h. The ethanol was removed in vacuo to yield a solid. The solid was dissolved in DCM and water added. The DCM water mixture was separated and the aqueous extracted with DCM (×2). The organics were combined, washed with water and passed through a hydrophobic frit. The solvent was removed in vacuo to yield the title compound as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359381B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-65d72c9970044e6b9618fe21de4ae59a |
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| Source note | uspto-grants-2016_06 |
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