Chemistry Heterocyclic Building Blocks Pyrimidines 2-Chloro-5-Fluoropyrimidine

2-Chloro-5-Fluoropyrimidine

These compounds have the same murcko framework: 2-chloro-5-fluoropyrimidine

Nucleophilic Substitution: The chlorine atom is susceptible to nucleophilic substitution reactions. Nucleophiles, such as amines or other nucleophilic reagents, can replace the chlorine atom. This type of reaction could lead to the formation of various substituted pyrimidine derivatives.
Cross-Coupling Reactions: Palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura or Stille coupling, may be possible. These reactions involve the coupling of an organometallic reagent with a halide, leading to the formation of a carbon-carbon bond. This can be useful for synthesizing more complex molecules.
Metalation Reactions: The hydrogen on the 2-position of the pyrimidine ring can be deprotonated under certain conditions, leading to a metalation reaction. This metalated intermediate can then react with various electrophiles.
Reductive Amination: The pyrimidine ring can potentially undergo reductive amination reactions with appropriate amine reagents, leading to the introduction of an amine group.
Suzuki Reaction: If there is a boron-containing group available, a Suzuki reaction could occur. This reaction involves the coupling of a boron-containing compound with an aryl or vinyl halide.
Halogenation: The fluorine atom on the pyrimidine ring may undergo substitution or elimination reactions to introduce different functional groups.
Oxidation Reactions: The nitrogen and carbon atoms in the pyrimidine ring can be oxidized under certain conditions.
Amidation: The fluorine atom or the chlorine atom can potentially participate in amidation reactions to form amide bonds.

Further Reading:

Framework+−

(R)-7-(Tetrahydrofuran-2-Yl)-7H-Pyrrolo[2,3-D]Pyrimidine (R)-N-(Piperidin-3-Yl)-7H-Pyrrolo[2,3-D]Pyrimidin-4-Amine 1,4,5,6-Tetrahydropyrimidine 1-(3-Fluorotetrahydrofuran-2-Yl)Pyrimidin-2(1H)-One 1-(5-(Hydroxymethyl)Tetrahydrofuran-2-Yl)Pyrimidine-2,4(1H,3H)-Dione 1-(Pyrimidin-2-Yl)Ethan-1-One 1-(Pyrimidin-4-Yl)Ethan-1-One 1-(Tetrahydrofuran-2-Yl)Pyrimidin-2(1H)-One 1H-Pyrazolo[3,4-D]Pyrimidin-4-Amine 1H-Pyrazolo[4,3-D]Pyrimidine 2,4,5-Trichloropyrimidine 2,4,6-Trichloropyrimidine 2,4,6-Triphenylpyrimidine 2,4-Dichloro-6-Methylpyrimidine 2,4-Dichloropyrimidin-5-Amine 2,4-Dimethoxypyrimidine 2,4-Dimethylpyrimidine 2-(1H-Pyrazol-1-Yl)Pyrimidine 2-(Chloromethyl)Pyrimidine 2-(Methylsulfonyl)Pyrimidine 2-(Methylthio)Pyrimidin-4-Amine 2-(Methylthio)Pyrimidine 2-(Piperazin-1-Yl)Pyrimidine 2-(Piperidin-1-Yl)Pyrimidine 2-(Propylthio)Pyrimidine 2-(Pyridin-2-Yl)Pyrimidine 2-(Pyrrolidin-1-Yl)Pyrimidine 2-(Trifluoromethyl)Pyrimidine 2-Aminopyrimidin-4(3H)-One 2-Bromopyrimidine 2-Chloro-4-(Trifluoromethyl)Pyrimidine 2-Chloro-4-Methoxypyrimidine 2-Chloro-4-Methylpyrimidine 2-Chloro-4-Phenylpyrimidine 2-Chloro-5-Fluoropyrimidine 2-Chloro-5-Methylpyrimidine 2-Chloro-5-Nitropyrimidine 2-Chloro-7H-Pyrrolo[2,3-D]Pyrimidine 2-Chloropyrimidin-4-Amine 2-Cyclopropylpyrimidine 2-Ethoxypyrimidine 2-Ethylpyrimidine 2-Fluoropyrimidine 2-Hydrazineylpyrimidine 2-Iodopyrimidine 2-Methoxypyrimidin-4-Amine 2-Methoxypyrimidine 2-Methylpyrimidin-4-Amine 2-Methylpyrimidin-4-Ol 2-Phenoxypyrimidine 2-Phenylpyrimidin-5-Amine 3-Methylpyrimidin-4(3H)-One 4,5-Dichloropyrimidine 4,6-Dichloro-2-(Methylthio)Pyrimidine 4,6-Dichloro-2-Methylpyrimidine 4,6-Dichloropyrimidin-2-Amine 4,6-Dichloropyrimidine 4,6-Diphenylpyrimidine 4-(Dimethoxymethyl)Pyrimidine 4-(Piperazin-1-Yl)Pyrimidine 4-(Piperidin-1-Yl)Pyrimidine 4-(Pyridin-3-Yl)Pyrimidine 4-(Pyrimidin-2-Yl)Morpholine 4-(Pyrimidin-4-Yl)Morpholine 4-(Trifluoromethyl)Pyrimidin-2-Amine 4-(Trifluoromethyl)Pyrimidine 4-Amino-1-(Tetrahydrofuran-2-Yl)Pyrimidin-2(1H)-One 4-Bromopyrimidine 4-Chloro-2-(Methylthio)Pyrimidine 4-Chloro-2-Methoxypyrimidine 4-Chloro-2-Phenylpyrimidine 4-Chloro-5-Fluoro-2-Methylpyrimidine 4-Chloro-5-Iodopyrimidine 4-Chloro-5-Methoxypyrimidine 4-Chloro-5-Methylpyrimidine 4-Chloro-6-Methoxypyrimidine 4-Chloropyrimidin-2-Amine 4-Chloropyrimidin-5-Amine 4-Chloropyrimidine-5-Carbonitrile 4-Ethoxypyrimidine 4-Fluoropyrimidine 4-Iodopyrimidine 4-Methoxy-2-Methylpyrimidine 4-Methoxypyrimidin-2-Amine 4-Methoxypyrimidine 4-Methyl-2-(Methylthio)Pyrimidine 4-Methylpyrimidin-2-Amine 4-Methylpyrimidine 4-Phenoxypyrimidine 4-Phenylpyrimidin-2-Amine 5,6,7,8-Tetrahydropyrido[3,4-D]Pyrimidine 5,6,7,8-Tetrahydropyrido[4,3-D]Pyrimidine 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyrimidine 5-(Benzyloxy)Pyrimidine 5-Benzylpyrimidine 5-Bromo-1-(Tetrahydrofuran-2-Yl)Pyrimidine-2,4(1H,3H)-Dione 5-Bromo-2-(Methylthio)Pyrimidine 5-Bromo-2-Chloropyrimidine 5-Bromo-2-Methylpyrimidine 5-Bromo-4-Chloropyrimidine 5-Bromo-7H-Pyrrolo[2,3-D]Pyrimidine 5-Bromopyrimidin-4(3H)-One 5-Chloropyrimidin-4(3H)-One 5-Chloropyrimidine 5-Chloropyrimidine-2,4(1H,3H)-Dione 5-Ethylpyrimidine 5-Fluoro-1-(Tetrahydrofuran-2-Yl)Pyrimidin-2(1H)-One 5-Fluoro-1-(Tetrahydrofuran-2-Yl)Pyrimidine-2,4(1H,3H)-Dione 5-Fluoropyrimidin-4(3H)-One 5-Fluoropyrimidine 5-Fluoropyrimidine-2,4(1H,3H)-Dione 5-Iodo-7H-Pyrrolo[2,3-D]Pyrimidine 5-Iodopyrimidine 5-Methylpyrimidine 5-Phenylpyrimidine 5H-Pyrrolo[3,2-D]Pyrimidine 6,7-Dihydro-5H-Cyclopenta[D]Pyrimidine 6,7-Dihydro-5H-Pyrrolo[3,4-D]Pyrimidine 6-Chloro-1H-Pyrazolo[3,4-D]Pyrimidine 6-Chloropyrimidin-4-Amine 7-(Phenylsulfonyl)-7H-Pyrrolo[2,3-D]Pyrimidine 7H-Pyrrolo[2,3-D]Pyrimidin-2-Amine 7H-Pyrrolo[2,3-D]Pyrimidin-4-Amine [1,2,4]Triazolo[1,5-A]Pyrimidine Ethyl 4-Chloropyrimidine-5-Carboxylate Ethyl Pyrazolo[1,5-A]Pyrimidine-3-Carboxylate Ethyl Pyrimidine-4-Carboxylate Ethyl Pyrimidine-5-Carboxylate Imidazo[1,2-C]Pyrimidine Methyl Pyrimidine-2-Carboxylate Methyl Pyrimidine-4-Carboxylate Methyl Pyrimidine-5-Carboxylate N,N-Dimethylpyrimidin-2-Amine N-(9-((2R,5S)-5-((Trityloxy)Methyl)Tetrahydrofuran-2-Yl)-9H-Purin-6-Yl)Benzamide N-Benzyl-9H-Purin-6-Amine N-Cyclopropylpyrimidin-2-Amine N-Methyl-N-(4-Phenylpyrimidin-2-Yl)Methanesulfonamide N-Methylpyrimidin-2-Amine N-Methylpyrimidin-4-Amine N-Phenyl-4-(Pyridin-3-Yl)Pyrimidin-2-Amine N-Phenylpyrimidin-2-Amine N-Phenylpyrimidin-4-Amine N2,N4-Diphenylpyrimidine-2,4-Diamine Pyrido[2,3-D]Pyrimidine Pyrido[3,2-D]Pyrimidine Pyrido[3,4-D]Pyrimidine Pyrimidin-2-Ol Pyrimidin-2-Ylmethanamine Pyrimidin-2-Ylmethanol Pyrimidin-4-Amine Pyrimidin-4-Ol Pyrimidin-5-Amine Pyrimidin-5-Ol Pyrimidin-5-Ylboronic Acid Pyrimidine-2,4-Diamine Pyrimidine-2-Carbonitrile Pyrimidine-2-Carboxylic Acid Pyrimidine-2-Thiol Pyrimidine-4,6(1H,5H)-Dione Pyrimidine-4-Carbonitrile Pyrimidine-4-Carboxylic Acid Pyrimidine-5-Carbaldehyde Pyrimidine-5-Carbonitrile Pyrimidine-5-Carboxylic Acid Tetrahydropyrimidin-2(1H)-One Thiazolo[5,4-D]Pyrimidine Thieno[2,3-D]Pyrimidine Thieno[3,2-D]Pyrimidine

By Key Group+−

Allylpyrimidine Amino-Pyrazolopyrimidine Amino-Pyrrolopyrimidine Amino-Triazolopyrimidine Aminopyrimidine Benzofuranopyrimidine Bipyrimidine Bromo-Pyrazolopyrimidine Bromo-Pyrrolopyrimidine Bromo-Trifluoromethyl-Pyrimidine Bromopyrimidine Butylpyrimidine Chloro-Pyrazolopyrimidine Chloro-Pyrrolopyrimidine Chloro-Triazolopyrimidine Chloro-Trifluoromethyl-Pyrimidine Chloropyrimidine Cyclopropylpyrimidine Diaminopyrimidine Dibromopyrimidine Dichloropyrimidine Difluoropyrimidine Dihydropyrimidine Dihydroxy-Pyrimidine Dihydroxypyrimidine Dimethoxypyrimidine Dimethylpyrimidine Dioxaborolan-Pyrimidine Diphenylpyrimidine Ethoxypyrimidine Ethylpyrimidine Fluoropyrimidine Furanopyrimidine Hydrazinylpyrimidine Hydroxy-Pyrazolopyrimidine Hydroxypyrimidine Imidazolyl-Pyrimidine Imidazopyrimidine Iodo-Pyrrolopyrimidine Iodopyrimidine Isopropoxypyrimidine Isopropylpyrimidine Mercaptopyrimidine Methoxypyrimidine Methyl-Triazolopyrimidine Methylpyrimidine Methyluracil Nitropyrimidine Phenoxypyrimidine Phenylpyrimidine Piperazin-Pyrimidin Piperidine-Pyrimidine Propylpyrimidine Pyrazolo-Pyrimidine Pyrazolopyrimid-One Pyrazolopyrimidine Pyridin-Pyrimidin Pyridopyrimidin Pyrimidinamine Pyrimidine-Boronic Acid Pyrimidine-Boronic Acid/Ester Pyrimidine-Boronic-Acid Pyrimidine-Hydrochloride Pyrimidine-Methanol Pyrimidine-Morpholine Pyrimidine-Nitrile Pyrimidine-Pyrazole Pyrimidinecarbonitrile Pyrimidinecarboxylate Pyrimidinecarboxylic Pyrimidinone Pyrimido-Indole Pyrrolidine-Pyrimidine Pyrrolopyrimidin-One Pyrrolopyrimidine Pyrrolopyrimidine-Carboxylate Pyrrolopyrimidine-Carboxylic-Acid Tetrahydrofuran-Pyrimidine Tetrahydropyrimidine Tetraoxatetradecan Thiazo-Pyrimidine Thiazolopyrimidine Thiazopyrimidine Thienopyrimidine Triazolopyrimidine Trichloropyrimidine Trifluoromethyl-Phenyl-Pyrimidin Trifluoromethyl-Pyrimidin-Amine Trifluoromethyl-Pyrimidin-Ol Trifluoromethylpyrimidine Vinylpyrimidine

By Parent Nucleus+−

Aromatic Heterocycles Azetidines Benzimidazoles Imidazoles Indazoles Indoles Indolines Morpholines Piperazines Piperidines Pyrazoles Pyridines Pyrrolidines Tetrahydroisoquinolines Thiazoles Thiophenols Triazoles

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pyr

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