Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 5-(4-Hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dione | HCID 2818126 | — |
| Reactant | (1-methyl-1H-imidazo[4,5-b]pyridin-2-yl)methanol | HCID 10749525 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 23298341 | HCID 23298341 | — |
Reaction Steps
A procedure similar to that described in Preparation 4 was repeated, except that 2.5 g of 2-hydroxymethyl-1-methylimidazo[4,5-b]pyridine (prepared as described in Preparation 30), 6.5 g of 5-(4-hydroxybenzyl)-3-triphenylmethylthiazolidine-2,4-dione, 3.47 ml of tributylphosphine, 3.52 g of 1,1'-(azodicarbonyl)dipiperidine and 250 ml of 1,4-dioxane were used, to give the title compound as a crude product. This crude product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of hexane and ethyl acetate in ratios ranging from 1:1 to 0:1 by volume and subsequently mixtures of ethyl acetate and methanol in ratios ranging from 20:1 to 10:1 by volume as the eluent, to give 4.1 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05962470 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-6aba73662a324842bc44f79eea29be7a |
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| Source note | uspto-grants-1999_10 |
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