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| | 2,4-Dichloropyrido[2,3-d]pyrimidine Basic information |
| Product Name: | 2,4-Dichloropyrido[2,3-d]pyrimidine | | Synonyms: | 2,4-dichloropyrido[2,3-d]...;Pyrido[2,3-d]pyrimidine,2,4-dichloro-;2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE;2,4-Dichloro-pyrido[2,3-d]pyrimidine2,4-Dichloro-pyrido[2,3-d]pyrimidine | | CAS: | 126728-20-9 | | MF: | C7H3Cl2N3 | | MW: | 200.02 | | EINECS: | | | Product Categories: | | | Mol File: | 126728-20-9.mol | ![2,4-Dichloropyrido[2,3-d]pyrimidine Structure](CAS/GIF/126728-20-9.gif) |
| | 2,4-Dichloropyrido[2,3-d]pyrimidine Chemical Properties |
| Melting point | 157-158 °C (decomp) | | density | 1.573±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | pka | -0.38±0.30(Predicted) | | Appearance | White to off-white Solid | | InChI | InChI=1S/C7H3Cl2N3/c8-5-4-2-1-3-10-6(4)12-7(9)11-5/h1-3H | | InChIKey | QSNSZGYDLUPWSV-UHFFFAOYSA-N | | SMILES | C1(Cl)=NC(Cl)=C2C=CC=NC2=N1 |
| | 2,4-Dichloropyrido[2,3-d]pyrimidine Usage And Synthesis |
| Reactivity Profile |
Selective disubstitution of 2,4-dichloropyrido[2,3-d]pyrimidine with various nucleophiles was investigated by Lavecchia et al. Suzuki and Stille cross-coupling reactions on monosubstituted compound 4-tert-butylamino-2-chloro-pyrido[2,3-d]pyrimidine were performed in high yields. ,4-dichloropyrido[2,3-d]pyrimidine was easily substituted at position 4 with different nucleophiles. This position was more reactive than position 2, as in simple pyrimidinic systems. 2,4-dichloropyrido[2,3-d]pyrimidine 3 was prepared from 2-aminonicotinic acid 1 via 2,4-dihydroxypyrido[2,3-d]pyrimidine 2 following Robin and Hitchings method.
![2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE](/NewsImg/2024-12-30/6387116067309715042002940.png "2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE")
| | Synthesis | 2,4-dichloropyrido[2,3-d]pyrimidine 3 was prepared from 2-aminonicotinic acid 1 via 2,4-dihydroxypyrido[2,3-d]pyrimidine 2 following Robin and Hitchings method[1].
![2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE](/NewsImg/2024-12-30/6387116076329718928027398.png "2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE") | | References | [1] G. Lavecchia, G. Guillaumet, S. Berteina-Raboin. “Selective bifunctionalization of pyrido[2,3-d]pyrimidines in positions 2 and 4 by SNAr and palladium-catalyzed coupling reactions.” Tetrahedron Letters 46 35 (2005): Pages 5851-5855.
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| | 2,4-Dichloropyrido[2,3-d]pyrimidine Preparation Products And Raw materials |
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