Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 178418479 | HCID 178418479 | — |
| Catalyst | Pyridine | HCID 1049 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178521114 | HCID 178521114 | 70.4% |
Reaction Steps
Mix 6-hydroxy-nicotinic acid (14 g, 101 mmol) and pyridine (0.41 mL, 0.49 mmol) in acetonitrile (60 mL). Heat the mixture at 80° C. for 30 min. Add thionyl chloride (7.6 mL, 104 mmol) and continue heating at 80° C. for an additional 1.5 h. Cool to room temperature (reaction solidifies). Filter off the solid using a minimal amount of cold acetonitrile. Dry the solid in vacuo to obtain the desired intermediate as a tan solid (11.2 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07994163B2 |
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| Source dataset | uspto-grants-2011_08 |
|---|
| ORD ID | ord-2aec699cdabb44509e92e7e33b7c5c22 |
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| Source note | uspto-grants-2011_08 |
|---|