Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Aminopyridine | HCID 10439 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 19041674 | HCID 19041674 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19041641 | HCID 19041641 | 21.4% |
Reaction Steps
To the acid of Example 4, (400 mg, 0.96 mmol) in 30 mL CH2Cl2 at 0° C. was added a few drops of DMF followed by oxalyl chloride (100 μL, 1.15 mmol, dropwise). The reaction was stirred 15 min at 0° C., and then 2-amino pyridine (306 mg, 3.26 mmol) was added. The reaction mixture was stirred overnight at r.t., poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4 and evaporated in vacuo. Purification by flash chromatography (20%, ethyl acetate in hexane) provided 101 mg of the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05639780 |
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| Source dataset | uspto-grants-1997_06 |
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| ORD ID | ord-6f9a7429720c443fb2b9aff8df61fccc |
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| Source note | uspto-grants-1997_06 |
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