Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 18919017 | HCID 18919017 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 18919156 | HCID 18919156 | 75.6% |
Reaction Steps
In a mixture of DME (15 ml) and ethanol (1.5 ml) was dissolved 7-[4-(4-chlorobenzoyl)benzyl]-3-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidin-4-one (221 mg) followed by addition of acetic acid (185 mg), and the mixture was warmed to 40° C. Then, Raney nickel was added until disappearance of the starting compound could be verified by thin-layer chromatography (TLC). The catalyst was then filtered off and the solvent was distilled off under reduced pressure. The residue was dissolved in ethyl acetate, washed with saturated aqueous NaHCO3 solution and saturated aqueous NaCl solution in the order mentioned, and dried over anhydrous magnesium sulfate. The solvent was then distilled off under reduced pressure and the residue was allowed to stand, whereupon crystals separated out. This crystal crop was harvested by filtration, rinsed with ethanol and hexane, and dried to provide the title compound (149 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05753664 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-87aee034b20c4621af7505609b98b221 |
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| Source note | uspto-grants-1998_05 |
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