Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | 2-Pyridinamine, N-methyl- | HCID 20727 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | (5-Iodo-pyridin-2-yl)-methyl-amine | HCID 11253290 | 24.9% |
Reaction Steps
To a solution of 2-methylaminopyridine (Aldrich; 1.00 g, 9.25 mmol) in 10 mL of 1:1 HOAc and water was added 2.35 g (9.25 mmol) of I2. The resulting brown solution was heated to 80° C. for 3 h. After cooling to room temperature, the mixture was neutralized with saturated NaHCO3 and extracted with Et2O. The extract was washed with water and brine, dried with MgSO4, filtered, and concentrated to provide 540 mg of (5-iodo-pyridin-2-yl)-methyl-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07214802B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-096fabc787d84b3ebc1428aa1af0c299 |
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| Source note | uspto-grants-2007_05 |
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