Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Acetamidine monohydrochloride | HCID 67170 | — |
| Reactant | 2,4-Difluorobenzonitrile | HCID 77545 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 25059433 | HCID 25059433 | 33% |
Reaction Steps
A mixture of 2,4-Difluorobenzonitrile (1.1 g, 1 eq), acetamidine hydrochloride (2.8 g, 3.78 eq) and sodium hydride (1.52 g, 8 eq) in dimethylacetamide (50 mL) is stirred at 150° C. for overnight. Then the reaction mixture is poured into sat'd NaHCO3 aq. solution (300 mL), extracted by EtOAc (3×200 mL), the combined organic layers dried over Na2SO4, filtered, concentrated to give a crude product. Purification of that by flash column chromatography yields 7-Fluoro-2-methyl-quinazolin-4-ylamine (0.46 g, 33% yield). LC/MS m/z=178 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07678803B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-468bb75e03174cf796b80f3389467320 |
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| Source note | uspto-grants-2010_03 |
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