Home Cart 0 Sign in  

[ CAS No. 937595-71-6 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 937595-71-6
Chemical Structure| 937595-71-6
Structure of 937595-71-6 * Storage: {[proInfo.prStorage]}

Quality Control of [ 937595-71-6 ]

Related Doc. of [ 937595-71-6 ]

SDS
Alternatived Products of [ 937595-71-6 ]
Alternatived Products of [ 937595-71-6 ]

Product Details of [ 937595-71-6 ]

CAS No. :937595-71-6 MDL No. :MFCD04972403
Formula : C5H4BClFNO2 Boiling Point : 339.2°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :175.35 g/mol Pubchem ID :-
Synonyms :

Safety of [ 937595-71-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 937595-71-6 ]

  • Downstream synthetic route of [ 937595-71-6 ]

[ 937595-71-6 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 76-09-5 ]
  • [ 937595-71-6 ]
  • [ 1416367-16-2 ]
YieldReaction ConditionsOperation in experiment
With magnesium sulfate In diethyl ether at 20℃; for 16h;
  • 2
  • [ 937595-71-6 ]
  • [ 1453853-12-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 4.5 h / 80 °C / Inert atmosphere 1.2: 4 h 2.1: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube
Multi-step reaction with 2 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube
  • 3
  • [ 937595-71-6 ]
  • [ 1453853-14-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 4.5 h / 80 °C / Inert atmosphere 1.2: 4 h 2.1: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube 3.1: hydrogenchloride / water-d2 / 10 h / 140 °C / Microwave irradiation
Multi-step reaction with 3 steps 1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere 2: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube 3: hydrogenchloride / water / 10 h / 140 °C / Microwave irradiation
  • 4
  • [ 937595-71-6 ]
  • [ 1453853-16-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 4.5 h / 80 °C / Inert atmosphere 1.2: 4 h 2.1: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube 3.1: hydrogenchloride / water-d2 / 10 h / 140 °C / Microwave irradiation 4.1: potassium hexamethylsilazane / tetrahydrofuran; 2-methyltetrahydrofuran / 0.17 h / 20 °C / Cooling with ice 4.2: 48 h / 80 - 90 °C
  • 5
  • [ 937595-71-6 ]
  • [ 1453847-97-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 4.5 h / 80 °C / Inert atmosphere 1.2: 4 h 2.1: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube 3.1: hydrogenchloride / water-d2 / 10 h / 140 °C / Microwave irradiation 4.1: potassium hexamethylsilazane / tetrahydrofuran; 2-methyltetrahydrofuran / 0.17 h / 20 °C / Cooling with ice 4.2: 48 h / 80 - 90 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h
  • 6
  • [ 3934-20-1 ]
  • [ 937595-71-6 ]
  • [ 1453853-10-5 ]
YieldReaction ConditionsOperation in experiment
72% Stage #1: 2,6-Dichloropyrimidine; (2-chloro-3-fluoropyridin-4-yl)boronic acid With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 80℃; for 4.5h; Inert atmosphere; Stage #2: With dihydroxyborane for 4h; 21.A [003511 Step A: Sodium carbonate (2.13 g, 20.1 mmol) was added to 2-chloro-3- fluoropyridin-4-ylboronic acid (1.41 g, 8.05 mmol) and 2,4-dichloropyrimidine (1.0 g, 6.71 mmol) in 4:1 dioxane/water (50 mL), and the mixture was sparged with argon. PdC12(dppf)*DCM (0.274 g, 0.336 mmol) was added, and the mixture was heated at 80°C under argon. After 4.5 hours, more boronic acid (approximately 0.2 g) was added and heating continued for a total of 8.5 hours. The reaction mixture was diluted with water, and the resulting solid was collected by vacuum filtration to afford the desired 2-chloro-4-(2-chloro- 3-fluoropyridin-4-yl)pyrimidine (1.18 g, 4.84 mmol, 72.0% yield) with minor impurities.
72% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water at 80℃; for 8h; Inert atmosphere;
  • 7
  • [ 937595-71-6 ]
  • [ 1621911-92-9 ]
  • [ 1621912-01-3 ]
YieldReaction ConditionsOperation in experiment
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane at 100℃; for 12h; Sealed tube; Inert atmosphere; 2.2.1 Step 1 General procedure: To a sealed tube was added 6-chloro-7-((trans-4-methylcyclohexyl)methyl)-7H-purine- 2-carbonitrile (0.030 g, 0.10 mmol, Preparative Example 1.3), PdC dppfj-CFLC . adduct (0.025 g, 0.030 mmol), (2-chloro-3-fluoropyridin-4-yl)boronic acid (0.027 g, 0.016 mmol), K2CO3 (0.072 g, 0.52 mmol), and dioxane (1.0 mL). The reaction vessel was purged with argon, sealed, and heated at 100 °C for 12 hours. The completed reaction was diluted with DCM:MeOH (9: 1, 1.0 mL) and loaded onto a 2 g silica gel SPE cartridge and eluted with DCM:MeOH (9: 1, 20 mL). The organics were collected and concentrated under reduced pressure to afford 6-(2-chloro-3-fluoropyridin-4-yl)-7-((trans-4-methylcyclohexyl)methyl)-7H- purine-2-carbonitrile as a crude residue
  • 8
  • [ 937595-71-6 ]
  • 1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-3-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube 3.1: hydrogenchloride / water / 10 h / 140 °C / Microwave irradiation 4.1: potassium hexamethylsilazane / tetrahydrofuran; 2-methyltetrahydrofuran / 0.17 h / Cooling with ice 4.2: 48 h / 90 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h
  • 9
  • [ 937595-71-6 ]
  • 1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-3-fluoro-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / iso-butanol / 80 °C / Sealed tube 3.1: hydrogenchloride / water / 10 h / 140 °C / Microwave irradiation 4.1: potassium hexamethylsilazane / tetrahydrofuran; 2-methyltetrahydrofuran / 0.17 h / Cooling with ice 4.2: 48 h / 90 °C
  • 10
  • [ 1138220-77-5 ]
  • [ 937595-71-6 ]
  • methyl 4-chloro-2-(2-chloro-3-fluoropyridin-4-yl)-5-methoxybenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In 1,4-dioxane; water Inert atmosphere; Reflux; 5.B Part B:
Methyl 4-chloro-2-(2-chloro-3-fluoropyridin-4-yl)-5-methoxybenzoate A solution of (2-chloro-3-fluoropyridin-4-yl)boronic acid (3.45 g, 19.68 mmol), methyl 2-bromo-4-chloro-5-methoxybenzoate (5 g, 17.89 mmol), and K2CO3 (7.42 g, 53.7 mmol) in dioxane (40 mL) and water (15 mL) was purged with nitrogen gas 10 min. PdCl2(dppf)-CH2Cl2 adduct (1.46 g, 1.79 mmol) was added to the reaction mixture and again nitrogen gas was bubbled through the solution for another 10 min. The reaction mixture was heated to reflux overnight. The reaction mixture was then allowed to cool to room temperature and concentrated under reduced pressure. The residue was diluted with ethyl acetate (100 mL) and filtered through diatomaceous earth (Celite). The filtrate was concentrated under reduced pressure. The residue was purified by silica-gel chromatography (petroleum ether/EtOAc) to afford methyl 4-chloro-2-(2-chloro-3-fluoropyridin-4-yl)-5-methoxybenzoate (1.8 g, 5.45 mmol, 31% yield) as an off-white solid. LC/MS (ESI) m/e 329.8 [(M+H)+, calcd for C14H11Cl2NO3, 330.0]; LC/MS retention time (Method A2): tR=2.30 min; 1H NMR (400 MHz, DMSO-d6) δ 8.33 (d, J=5.0 Hz, 1H), 7.67 (m, 2H), 7.53 (t, J=5.3 Hz, 1H), 4.01 (s, 3H), 3.71 (s, 3H).
  • 11
  • [ 937595-71-6 ]
  • methyl 2-chloro-6-(3-fluoro-2-methylpyridin-4-yl)-3-methoxybenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 95 °C / Inert atmosphere 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere
  • 12
  • [ 937595-71-6 ]
  • 2-chloro-6-(3-fluoro-2-methylpyridin-4-yl)-3-methoxybenzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 95 °C / Inert atmosphere 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 3: lithium hydroxide; water / tetrahydrofuran; methanol / 16 h / 50 °C
  • 13
  • [ 937595-71-6 ]
  • 2-chloro-6-(3-fluoro-2-methylpyridin-4-yl)-3-methoxy-N-methylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 95 °C / Inert atmosphere 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 3: lithium hydroxide; water / tetrahydrofuran; methanol / 16 h / 50 °C 4: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16.17 h / 0 °C
  • 14
  • [ 937595-71-6 ]
  • 7-chloro-8-methoxy-4,5-dimethylbenzo[c][1,7]naphthyridin-6(5H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 95 °C / Inert atmosphere 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 3: lithium hydroxide; water / tetrahydrofuran; methanol / 16 h / 50 °C 4: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16.17 h / 0 °C 5: caesium carbonate / 1-methyl-pyrrolidin-2-one / 16 h / 110 °C / Inert atmosphere
  • 15
  • [ 937595-71-6 ]
  • 7-chloro-8-hydroxy-4,5-dimethylbenzo[c][1,7]naphthyridin-6(5H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 16 h / 95 °C / Inert atmosphere 2: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane; water / 2 h / 100 °C / Inert atmosphere 3: lithium hydroxide; water / tetrahydrofuran; methanol / 16 h / 50 °C 4: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 16.17 h / 0 °C 5: caesium carbonate / 1-methyl-pyrrolidin-2-one / 16 h / 110 °C / Inert atmosphere 6: boron tribromide / dichloromethane / 16.17 h / 0 - 20 °C
Historical Records

Related Functional Groups of
[ 937595-71-6 ]

Fluorinated Building Blocks

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Chlorides

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Organoboron

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| N/A

[ N/A ]

2-Chloro-3-fluoropyridine-5-boronicacid

Similarity: 0.82

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| N/A

[ N/A ]

2-Chloro-3-fluoropyridine-5-boronicacid

Similarity: 0.82

Organoboron

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| N/A

[ N/A ]

2-Chloro-3-fluoropyridine-5-boronicacid

Similarity: 0.82

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| N/A

[ N/A ]

2-Chloro-3-fluoropyridine-5-boronicacid

Similarity: 0.82

Related Parent Nucleus of
[ 937595-71-6 ]

Pyridines

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82

Chemical Structure| 951677-47-7

[ 951677-47-7 ]

2-Chloro-5-fluoropyridine-4-boronic Acid

Similarity: 0.96

Chemical Structure| 1072946-66-7

[ 1072946-66-7 ]

(6-Chloro-5-fluoropyridin-3-yl)boronic acid

Similarity: 0.82