Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-Pyrazol-3-amine, 5-methyl- | HCID 93146 | — |
| Reactant | HCID 72942926 | HCID 72942926 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 46865781 | HCID 46865781 | — |
Reaction Steps
To a solution of 4-chloro-2-(difluoro(4-fluorophenyl)methyl)quinazoline (0.150 g, 0.487 mmol) in DMF (2 mL) at rt were added potassium iodide (0.081 g, 0.487 mmol), DIEA (0.093 mL, 0.535 mmol) and 5-methyl-1H-pyrazol-3-amine (0.048 g, 0.487 mmol). After stirring the reaction mixture at rt overnight, the reaction was quenched by adding water (15 mL). The precipitate was collected by filtration and washed with H2O. The crude solid was triturated with MeOH. 2-(Difluoro(4-fluorophenyl)methyl)-N-(5-methyl-1H-pyrazol-3-yl)quinazolin-4-amine was obtained as an off-white solid (0.125 g, 69%). 1H NMR (300 MHz, DMSO-d6) δ 2.24 (s, 3H), 6.31 (s, 1H), 7.34 (m, 2H), 7.68 (m, 3H), 7.87 (m, 2H), 8.68 (m, 1H), 10.69 (s, 1H), 12.20 (s, 1H); LC-MS (ESI) m/z 370 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08927711B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-131434b259054260bc019829485ae38e |
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| Source note | uspto-grants-2015_01 |
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