HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenyl sulfide → Ethyl 3-(4-methoxybutyl)imidazo[1,2-a]pyridine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenyl sulfide | HCID 8766 | — |
| Reactant | ethyl 3-[(1E)-4-methoxybut-1-en-1-yl]imidazo[1,2-a]pyridine-2-carboxylate | HCID 58355141 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-(4-methoxybutyl)imidazo[1,2-a]pyridine-2-carboxylate | HCID 58355561 | 48.7% |
Reaction Steps
Ethyl 3-[(1E)-4-methoxybut-1-en-1-yl]imidazo[1,2-a]pyridine-2-carboxylate (530 mg) and diphenyl sulfide (3.6 mg) were dissolved in ethyl acetate (13 ml), 10% palladium carbon (50% in water) (53 mg) was added and the mixture was stirred in a hydrogen stream at ambient temperature and normal pressure for 2.5 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and a fraction eluted with ethyl acetate was concentrated under reduced pressure to give the object product (260 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045436B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-00fdd5f4a2c449f5ad2b339a53cc4483 |
| Source note | uspto-grants-2015_06 |