Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | HCID 49839250 | HCID 49839250 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 49839251 | HCID 49839251 | 54% |
Reaction Steps
A solution of 2-(4-{4-[8-(2-Methoxy-pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridine-2-ylamino]-phenyl}-piperidin-1-yl)-N,N-dimethyl-acetamide (25 mg, 0.052 mmol) in acetic acid (1.3 mL) was added sodium iodide (15.4 mg, 0.103 mmol), and the reaction was stirred at 100° C. for 3 hours. The solvent was evaporated and the residue was diluted with dichloromethane. The dichloromethane solution was washed with 10% sodium thiosulfate solution, brine then dried over sodium sulfate, and concentrated. The product was purified by preparatory TLC (silica gel 10% methanol in dichloromethane) to give the product (13 mg, 54%). MP: >250° C. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 12.0 (bs, 1H), 9.60 (s, 1H), 8.88 (d, J=6.58 Hz, 1H), 8.75 (d, 1H), 8.45 (d, 1H), 7.70 (d, 2H), 7.50 (m, 1H), 7.20 (m, 2H), 7.05 (t, 1H), 6.45 (t, 1H), 3.25 (s, 2H), 3.05 (s, 3H), 2.90 (m, 2H), 2.78 (s, 3H), 2.45 (m, 1H), 2.10 (m, 2H), 1.85-1.90 (m, 4H). MS=472 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633173B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-2b763e2c5ee14eb092bb2b1561f783e3 |
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| Source note | uspto-grants-2014_01 |
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