Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 44594889 | HCID 44594889 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 44595604 | HCID 44595604 | 37% |
Reaction Steps
To a solution of 4-(4-methoxyphenyl)-5,5-dimethyl-3-(4-(quinolin-2-ylmethoxy)phenyl)-1H-pyrrol-2(5H)-one (150 mg, 0.35 mmol) in DMF (10 mL) were added NaH (15 mg, 0.7 mmol) and CH3I (100 mg, 0.7 mmol) at 0° C. under an inert atmosphere. The mixture was then stirred for 4 h, diluted with cold water and filtered. The resulting residue was dried to afford 4-(4-methoxyphenyl)-1,5,5-trimethyl-3-(4-(quinolin-2-ylmethoxy)phenyl)-1H-pyrrol-2(5H)-one (50 mg, 37%) as a white solid. 1H NMR (500 MHz, d6-DMSO): δ 8.04 (d, J=7.2 Hz, 1H), 8.02-7.98 (m, 2H), 7.81-7.78 (m, 1H), 7.62-7.58 (m, 2H), 7.31-7.28 (m, 2H), 7.19-7.16 (m, 2H), 6.99-6.84 (m, 4H), 5.36 (s, 2H), 3.89 (s, 3H), 2.96 (s, 3H), 1.24 (s, 6H). MS: M+H: m/z=465.2; M+Na: m/z=487.2. HPLC: 92%, (Condition-I).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071595B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-63834a2a47124e2791c34fc4b332cf6c |
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| Source note | uspto-grants-2011_12 |
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