Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 69671034 | HCID 69671034 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69670981 | HCID 69670981 | 31.6% |
Reaction Steps
To a mixture of 6-(4-t-butylcarbonylaminophenyl)-3-(2-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine (120 mg, 0.29 mmol) in dry THF (20 mL) cooled at 0° C. was added NaH (12 mg, 0.32 mmol), and it was stirred for 2 h. To the mixture was added iodomethane (164 mg, 1.5 mmol) in THF (8 mL) dropwise, and the mixture was stirred at room temperature overnight. The reaction mixture was quenched with saturated NH4Cl (20 mL) and extracted with ethyl acetate (100 mL×3). The combined organic phase was dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the residue was purified by preparative TLC to give the title compound (38 mg, 31% yield) as yellow solids. MS: m/z 431.3 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199983B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-6228bc61c5f14a2cb8d1b597fc6faa29 |
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| Source note | uspto-grants-2015_12 |
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