Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 69822884 | HCID 69822884 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Acetic acid ethanol | HCID 18476134 | — |
| Product | HCID 22636924 | HCID 22636924 | 44.2% |
Reaction Steps
4′-(2,4-Diamino-pyrimidin-5-ylmethyl)-2′-ethoxy-6′-(1-methoxymethyl-cydopropylmethoxy)-biphenyl-4-ol (235 mg; 0.52 mmol) is hydrogenated in ethanol/acetic acid conc./water (4/1/0.1) (10 ml) over PtO2 (6×35 mg) at 100° C. The reaction mixture is cooled to room temperature, the catalyst is filtered off with suction and the filtrate is concentrated. The residue is stirred in water, the pH is adjusted to pH 9 by addition of NH4OH conc., stirring is continued for 30 minutes and the mixture is filtered with suction. The grey crude product is then chromatographed over silica gel (20 g) with methylene chloride/methanol/NH4OH conc. (19/1/0.05). 104 mg (44%) 4′-(2,4-diamino-pyrimidin-5-ylmethyl)-6′-ethoxy-2′-(3-methoxy-2,2-dimethyl-propoxy)-biphenyl-4-ol are obtained as a colourless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06821980B1 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-e8477956b5344c6e957c46ed42b34b30 |
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| Source note | uspto-grants-2004_11 |
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