HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → 5-{4-(5-Methoxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione
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 | 2-Hydroxymethyl-5-methoxy-3-methylimidazo[5,4-b]pyridine | HCID 10821600 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-{4-(5-Methoxy-3-methylimidazo[5,4-b]pyridin-2-ylmethoxy)benzyl}-3-triphenylmethylthiazolidine-2,4-dione | HCID 10841824 | — |
Reaction Steps
A procedure similar to that described in Preparation 4 was repeated, except that 0.25 g of 2-hydroxymethyl-5-methoxy-3-methylimidazo[5,4-b]pyridine (prepared as described in Preparation 69), 0.66 g of 5-(4-hydroxy-benzyl)-3-triphenylmethylthiazolidine-2,4-dione, 0.35 ml of tributylphosphine, 0.36 g of 1,1'-(azodicarbonyl)di-piperidine and 15 ml of toluene were used, to give the title compound as a crude product. This crude product was purified by column chromatography through silica gel, using a 1:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 0.70 g of the title compound, melting at 80°-85° C. (softening).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05834501 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-e42e3ee9985e4d1981e6fffaca554376 |
| Source note | uspto-grants-1998_11 |