Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Dibutyltin dichloride | HCID 12688 | — |
| Reactant | Phenylsilane | HCID 12752 | — |
| Reactant | HCID 67412646 | HCID 67412646 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67411902 | HCID 67411902 | 5.3% |
Reaction Steps
47 mg of 4-amino-6-[4-methoxybenzyl-(6-morpholinopyridin-3-yl)amino]pyridine-3-carboxylic acid ethyl ester was dissolved in 2 mL of tetrahydrofuran, to which 21.5 mg of benzaldehyde, 3.1 mg of dibutyltin dichloride and 16.4 mg of phenylsilane were added, and stirred at room temperature for 3 days. For every 24 hours in the meantime, 21.5 mg of benzaldehyde, 3.1 mg of dibutyltin dichloride and 16.4 mg of phenylsilane were each added twice. To the reaction mixture water was added, extracted with chloroform, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel thin layer chromatography (hexane:ethyl acetate=1:1) and silica gel thin layer chromatography (chloroform:methanol=20:1) to obtain 3.0 mg of the title compound crude product containing impurities as a light yellow oil. Without further purification, this was used in the next reaction as it was.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575153B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-4d83737e2bbd453a91bb3131d613fb13 |
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| Source note | uspto-grants-2013_11 |
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