Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Chloromethyl pivalate | HCID 87885 | — |
| Reactant | HCID 53786874 | HCID 53786874 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67025160 | HCID 67025160 | — |
Reaction Steps
207 mg of potassium carbonate and 0.144 ml of chloromethyl pivalate are added to 200 mg of 4-[(3-bromophenyl)amino]-6{[(2-carboxy-vinyl)carbonyl]amino}-quinazoline in 2 ml of dimethylsulphoxide. Then a further 30 mg of sodium iodide are added and the reaction mixture is stirred for 48 hours at ambient temperature. For working up, the reaction mixture is diluted with 20 ml of water and extracted with ethyl acetate. The combined extracts are washed with saturated sodium chloride solution, dried over magnesium sulphate and concentrated by evaporation. The crude product mixture is purified by chromatography on a silica gel column with methylene chloride/methanol (20:1). Yield: 10 mg (4% of theoryl), Rf value: 0.42 (silica gel, methylene chloride/methanol=9:1) Mass spectrum (EI): m/z=526 [M]*
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06972288B1 |
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| Source dataset | uspto-grants-2005_12 |
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| ORD ID | ord-6ff4b1e57e7b43fda4db37b2401ef129 |
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| Source note | uspto-grants-2005_12 |
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