Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl 3-amino-2-thiophenecarboxylate | HCID 89652 | — |
| Reactant | 4-(1H-pyrazol-1-yl)benzene-1-sulfonyl chloride | HCID 2776475 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59180461 | HCID 59180461 | 65.4% |
Reaction Steps
To a solution of 4-(1H-pyrazol-1-yl)benzene-1-sulfonyl chloride (0.5 g; 2.0 mmol) in dichloromethane (4.5 mL) at room temperature, was added methyl 3-aminothiophene-2-carboxylate (0.27 g; 1.7 mmol) followed by pyridine (0.27 g; 3.4 mmol) and then stirred at room temperature under a nitrogen atmosphere for 24 hours. The reaction mixture was concentrated under reduced pressure and then taken up in ethyl acetate (50 mL) and washed with water. The aqueous layer separated and extracted with ethyl acetate (2×50 mL). The combined organic phases were successively washed with water and aqueous saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The crude residue was recrystallized from ethyl acetate/hexanes (1:9, v/v) to yield the title product as a tan/yellow solid (404 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178699B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-2eeae8598da54c0e90ccf3bd85c2e152 |
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| Source note | uspto-grants-2012_05 |
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