| Identification | Back Directory | [Name]
2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE | [CAS]
126728-20-9 | [Synonyms]
2,4-dichloropyrido[2,3-d]...
2,4-DICHLOROPYRIDO[2,3-D]PYRIMIDINE
Pyrido[2,3-d]pyrimidine,2,4-dichloro-
2,4-Dichloro-pyrido[2,3-d]pyrimidine2,4-Dichloro-pyrido[2,3-d]pyrimidine | [Molecular Formula]
C7H3Cl2N3 | [MDL Number]
MFCD07644627 | [MOL File]
126728-20-9.mol | [Molecular Weight]
200.02 |
| Chemical Properties | Back Directory | [Melting point ]
157-158 °C (decomp) | [density ]
1.573±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,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 |
| Hazard Information | Back Directory | [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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