Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Sodium (4-morpholin-4-yl-6-oxo-1,6-dihydropyrimidin-2-yl)acetate | HCID 136041844 | — |
| Reactant | HCID 136069600 | HCID 136069600 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136069606 | HCID 136069606 | — |
Reaction Steps
0.105 ml of pyridine and 165 mg of N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride are successively added to a solution of 170 mg of sodium [4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]acetate (example 1d, step 2d) in 3 ml of N,N-dimethylformamide. After stirring at ambient temperature for 15 minutes, 140 mg of 4-(2-methoxyphenyl)-2,3-dihydro-1H-indole (reference example 3d) are added. The reaction mixture is stirred at ambient temperature for 16 hours, and then 20 ml of water and 3 ml of ethyl acetate are added. After stirring at ambient temperature for 1 hour, the precipitate formed is filtered off, and then rinsed successively with water and diethyl ether. After drying under reduced pressure at 40° C., 202 mg of 2-{2-[4-(2-methoxyphenyl)-2,3-dihydro-1H-indol-1-yl]-2-oxoethyl}-6-(morpholin-4-yl)pyrimidin-4(3H)-one are obtained in the form of a pale pink solid, the characteristics of which are the following:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133168B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-3387e96d4cc24722a2a6dbddb696ac47 |
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| Source note | uspto-grants-2015_09 |
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