HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic Acid → N-[4-(1,3-benzodioxol-5-yl)-1-(2-hydroxyethyl)-5-methoxy-1H-pyrazol-3-yl]-2-phenyl-1-ethanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | 2-{4-(1,3-benzodioxol-5-yl)-5-methoxy-3-[(methoxymethyl)(phenethylsulfonyl)amino]-1H-pyrazol-1-yl}ethyl Acetate | HCID 22281977 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[4-(1,3-benzodioxol-5-yl)-1-(2-hydroxyethyl)-5-methoxy-1H-pyrazol-3-yl]-2-phenyl-1-ethanesulfonamide | HCID 22281887 | 54.5% |
Reaction Steps
2-{4-(1,3-Benzodioxol-5-yl)-5-methoxy-3-[(methoxymethyl)(phenethylsulfonyl)amino]-1H-pyrazol-1-yl}ethyl acetate (Preparation 54) (70 mg), oxalic acid (200 mg) were dissolved in a mixture of water (2 ml) and methanol (2 ml) and refluxed for two days. The reaction was diluted with water (10 ml) and the mixture was then extracted with dichloromethane (3×8 ml). The combined organic fractions were dried over sodium sulfate, concentrated under reduced pressure to yield a pale yellow oil which was purified by column chromatography (Sep-Pak™, 10 g) eluted with dichloromethane:methanol (97:3) to yield the title compound as a colourless oil (32 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06573270B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-a447a0e91fcc4f46b0bbd65a6fab325b |
| Source note | uspto-grants-2003_06 |