Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 59174914 | HCID 59174914 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59174878 | HCID 59174878 | — |
Reaction Steps
2,2,2-Trifluoro-N-(3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)phenyl)acetamide (80 mg, 0.175 mmol) was dissolved in THF (1.7 mL) before methyl iodide (13 μl, 0.210 mmol) and lithium diisopropylamide (175 μl, 0.350 mmol) were added and stirred at 0° C. for 30 min. The reaction mixture was diluted with 75 mL of DCM, added to a separatory funnel, partitioned with sodium bicarbonate (saturated, aqueous), washed 2 times with 50 mL of water, separated, dried over sodium sulfate, and concentrated via rotovap to give the title compound after flash chromatography. MS (ESI) m/z: Calculated: 389.1; Observed: 390.1 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07842685B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-7067d92ab9be45dab62316eed273f72f |
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| Source note | uspto-grants-2010_11 |
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