Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Boric Acid | HCID 7628 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 5-Iodo-3-methylpyridin-2-amine | HCID 959586 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Product | HCID 178427896 | HCID 178427896 | 83% |
Reaction Steps
Sodium nitrite (0.708 g, 10.25 mmol) was added to a mixture of 5-iodo-3-methyl-pyridin-2-ylamine (2 g, 8.55 mmol) and H2SO4 (12 mL) at 0° C. The reaction mixture was stirred 15 min at 60° C., allowed to cool down, and poured onto crushed ice. Boric acid (1.057 g, 17.09 mmol) was added and the solution was quickly heated to 100° C. The reaction mixture was cooled down and neutralized with a saturated aq. NH4OH solution. The suspension was filtered to afford the crude title product (1.67 g, 7.11 mmol, 83% yield) as a brown solid. tR: 2.85 min (HPLC 1); tR: 0.62 min (LC-MS 2); ESI-MS: 236 [M+H]+ (LC-MS 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975417B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-e713e7d22ab04eac82c9706e1495556b |
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| Source note | uspto-grants-2015_03 |
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