Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 21833451 | HCID 21833451 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21833455 | HCID 21833455 | 74.9% |
Reaction Steps
To a mixture of 2-(5-ethoxycarbonyl-2-phenyl-4-pyrimidinylamino)-N,N-dipropylacetamide (3.0 g) obtained in Example 126, sodium borohydride (0.6 g), lithium chloride (0.7 g) and tetrahydrofuran (20 ml) is added dropwise anhydrous ethanol (30 ml) at 0 to 5° C. The reaction mixture is stirred at room temperature for five hours, and the pH value thereof is adjusted to pH 5 with 1N hydrochloric acid, and concentrated under reduced pressure. To the residue are added a brine and chloroform, and the chloroform layer is collected, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform), and recrystallized from isopropanol to give the desired compound (2.0 g), m.p. 167-168° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05972946 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-1e0fb48488b346b0a0df1d40b6bf7501 |
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| Source note | uspto-grants-1999_10 |
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