Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 59239846 | HCID 59239846 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11999426 | HCID 11999426 | — |
Reaction Steps
N′-[4-[2-[6-(4-Chlorophenyl)-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]ethyl]phenyl]-N-methylacetohydrazide (106 mg) was suspended in DMF (7.0 ml), and methyl iodide (17 μl) and then sodium hydride (60%, 10 mg) were added at 0° C. The obtained mixture was stirred at room temperature for 4.5 hr, and methyl iodide (17 μl) and then sodium hydride (60%, 10 mg) were added at 0° C. The obtained mixture was stirred at room temperature for 24 hr, diluted with chloroform, and washed with water and then saturated brine. The organic layer was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform→chloroform:methanol=50:1 (volume ratio)) and further washed with ethyl acetate to give the title compound (50.1 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07989445B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-d2ede690c64a4142bc2d29cdd16390ea |
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| Source note | uspto-grants-2011_08 |
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