HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → N-[3-methyl-2-(3-oxopropyl)imidazo[1,2-a]pyridin-6-yl]-4-(pyridin-2-ylmethoxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-[2-(3-hydroxypropyl)-3-methylimidazo[1,2-a]pyridin-6-yl]-4-(pyridin-2-ylmethoxy)benzamide | HCID 57763130 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[3-methyl-2-(3-oxopropyl)imidazo[1,2-a]pyridin-6-yl]-4-(pyridin-2-ylmethoxy)benzamide | HCID 86615940 | 54.3% |
Reaction Steps
Triethylamine (87.9 μL) and sulfur trioxide-pyridine complex (46.3 mg) were added to a DMSO solution (3 mL) of the compound (20.0 mg) obtained in Example 14, at room temperature. After stirred for 11 hours, the reaction liquid was poured into saturated saline water, and extracted with chloroform. The organic layer was dried with sodium sulfate, and concentrated under reduced pressure. The residue was purified through silica gel chromatography (methanol/chloroform=1/25 to 1/8) to obtain N-[3-methyl-2-(3-oxopropyl)imidazo[1,2-a]pyridin-6-yl]-4-(pyridin-2-ylmethoxy)benzamide (10.8 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566781B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-735b33487d054610a492fbf6682aca76 |
| Source note | uspto-grants-2009_07 |