HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 58398388, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | diazenedicarboxylic acid bis(N,N-piperidide) | HCID 5702657 | — |
| Reactant | Ethyl 5-(hydroxymethyl)pyridine-2-carboxylate | HCID 13518564 | — |
| Reactant | N-[(2S)-2-fluoropropyl]-N-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)-4-methyl-1,3-thiazole-2-sulfonamide | HCID 58398469 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58398388 | HCID 58398388 | 60.5% |
Reaction Steps
133 mg of N-[(2S)-2-fluoropropyl]-N-(6-hydroxy-2,3-dihydro-1H-inden-5-yl)-4-methyl-1,3-thiazole-2-sulfonamide, 94.4 mg of tributylphosphine, and 71.5 mg of ethyl 5-(hydroxymethyl)pyridine-2-carboxylate were dissolved in 1.33 mL of THF, and 118 mg of 1,1′-[(E)-diazene-1,2-diyldicarbonyl]dipiperidine was added thereto, followed by stirring overnight at room temperature. After the insoluble materials were removed by filtration, the solvent was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=80:20) to obtain 116 mg of ethyl 5-{[(6-{[(2S)-2-fluoropropyl][(4-methyl-1,3-thiazol-2-yl)sulfonyl]amino}-2,3-dihydro-1H-inden-5-yl)oxy]methyl}pyridine-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08314240B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-4b90824504ac4b23bb65fa8237d162ed |
| Source note | uspto-grants-2012_11 |