Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Bromo-2,6-diaminopyridine | HCID 11435393 | — |
| Reactant | HCID 86616721 | HCID 86616721 | — |
| Reactant | HCID 178418852 | HCID 178418852 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 42629394 | HCID 42629394 | 16.9% |
Reaction Steps
4-Chloro-5-(2-methoxy-ethyl)-thiophene-2-sulfonyl chloride (73 mg) was dissolved in acetonitrile (1.5 mL), NaOCN (38 mg) and pyridine (130 mL) was added to the solution. The mixture was stirred for 4 h at 25° C. After that 4-bromo-pyridine-2,6-diamine (50 mg) was added to the mixture as solid. The resulting yellow suspension was stirred for 2 h at 25° C. The suspension was evaporated to dryness, dissolved in DMSO (1.5 mL) and purified with preparative HPLC. N-[(6-amino-4-bromopyridin-2-yl)carbamoyl]-4-chloro-5-(2-methoxyethyl)-thiophene-2-sulfonamide (21 mg, 16.8% yield) was obtained as amorphous white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08163778B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-c33149b2defb40d18aae61ea5479af84 |
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| Source note | uspto-grants-2012_04 |
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