HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 5-{4-[2-(3-Methylimidazo[5,4-b]pyridin-2-yl)ethoxy]benzyl}thiazolidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | 5-[4-(3-Oxopropoxy)benzyl]thiazolidine-2,4-dione | HCID 10492928 | — |
| Reactant | 2-N-methylpyridine-2,3-diamine | HCID 12343669 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-{4-[2-(3-Methylimidazo[5,4-b]pyridin-2-yl)ethoxy]benzyl}thiazolidine-2,4-dione | HCID 10571956 | 3% |
Reaction Steps
A procedure similar to that described in Example 18 was repeated, except that 0.94 g of 3-amino-2-methylaminopyridine (prepared as described in Preparation 105), 2.10 g of 5-[4-(3-oxopropoxy)benzyl]thiazolidine-2,4-dione (prepared as described in Preparation 107), 6 ml of ethanol, 3 ml of acetic acid, 2.32 g of iodine and 30 ml of 1,2-dimethoxyethane were used. After working up the product as described in Example 18, the resulting crude product was purified by column chromatography through silica gel, using ethyl acetate as the eluent, to give 85 mg of the title compound, melting at 96-100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977365 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-fb3b8004977141cb89a4fc7cadc17141 |
| Source note | uspto-grants-1999_11 |