Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Reactant | HCID 58177355 | HCID 58177355 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 58177409 | HCID 58177409 | 79% |
Reaction Steps
A solution of ((S)-1-methanesulfonyl-piperidin-3-yl)-{2-methanesulfonyl-5-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-pyrimidin-4-yl}-amine derived from Example 84, step 1 (70 mg, 0.12 mmol) in acetone (0.5 ml) was treated with N-Iodosuccinimide (41 mg, 0.18 mmol) and stirred at 20° C. for 16 hours. The crude reaction mixture was concentrated in vacuo and was purified by silica gel chromatography (0% to 40% ethyl acetate/dichloromethane) to give 67 mg (79%) of {5-[7-Iodo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-2-methanesulfonyl-pyrimidin-4-yl}-((S)-1-methanesulfonyl-piperidin-3-yl)-amine. MS (ES+): 708.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618103B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-21b35c679643425abebe64e3d969b542 |
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| Source note | uspto-grants-2013_12 |
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