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[ CAS No. 175358-02-8 ] 4,6-Dichloropyrido[3,2-d]pyrimidine

Cat. No.: A190570
Chemical Structure| 175358-02-8
Chemical Structure| 175358-02-8
Structure of 175358-02-8 * Storage: Inert atmosphere,2-8°C
Purity Size Price USA Stock *0-1 Day Global Stock *5-7 Days Quantity
97% 100mg $21.00 Inquiry Inquiry
97% 250mg $41.00 Inquiry Inquiry
97% 1g $85.00 Inquiry Inquiry
97% 5g $399.00 Inquiry Inquiry

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Product Details of [ 175358-02-8 ]

CAS No. :175358-02-8 MDL No. :MFCD11846204
Formula : C7H3Cl2N3 Boiling Point : No data available
Linear Structure Formula :- InChI Key :FCNJEINFWXOLQY-UHFFFAOYSA-N
M.W : 200.02 Pubchem ID :10584165
Synonyms :

Safety of [ 175358-02-8 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 175358-02-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 175358-02-8 ]

[ 175358-02-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 171178-33-9 ]
  • [ 175358-02-8 ]
YieldReaction ConditionsOperation in experiment
65% With N,N-dimethyl-aniline; trichlorophosphate; at 107℃; for 1h; Add 4 (1.5g, 8.3mmol) to a 50mL eggplant-shaped flask, add 30mL of phosphorus oxychloride and 2 drops of N, N-dimethylaniline, react at 107 for 1h, the reaction is complete by TLC, cool, and evaporate the solvent, Re-dissolve the resulting solid with dichloromethane, adjust the pH to 7 with saturated aqueous sodium bicarbonate solution, remove the insoluble solid by filtration, separate the dichloromethane layer and the water layer, extract the aqueous layer twice with dichloromethane, combine the dichloromethane layers without Dry with sodium sulfate. Column chromatography gave 1.1 g of white solid in 65% yield.
With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In toluene; for 1.5h;Heating / reflux; To a mixture of 6-chloro-pyrido[3,2-d]pyrimidin-4(3H)one (3.0 g, 16.5 mmole) and N, N-diisopropylethylamine (9 ml, 50 mmole) in toluene (150 ml), was added POCI3 (4.7 ml, 50 mmol). The resulting reaction mixture was refluxed for 1.5 hour. After cooling to room temperature, the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane (200 ml) and washed with cold water till pH = 6-7. The organic phase was dried over MgSO4, filtrated and concentrated under reduced pressure to yield crude 4,6-dichloro-pyrido[3,2-d]pyrimidine which was not purified but used as such for further reactions.
a) Method for synthesising P-2a:; Cl theta-chloro^-cyano-S-nitropyridine (9.50 g, 51.76 mmol) is taken up in 150 ml. of 90 % H2SO4 solution. The reaction mixture is stirred for 4 h at 70 0C, cooled and slowly added dropwise to ice water. The precipitate formed is filtered off, washed with water and dried. The aqueous filtrate is extracted 6 x with DCM. The organic phases are combined, dried on Na2SO4, filtered off and concentrated by rotary evaporation. The residue is mixed with the precipitate, dried overnight at 50 0C in the drying cupboard and 6-chloro-3-nitro- pyridine-2-carboxylic acid amide (HPLC-MS: tRet = 0.43 min; MS (M+H)+ = 202) is obtained. theta-chloro-S-nitro-pyridine^-carboxylic acid amide (10.43 g, 51.75 mmol) is taken up in EtOH (250 ml_), combined with ammonium chloride (1.384 g, 25.87 mmol) in water(250 ml.) and heated to 60 0C. At this temperature iron powder (8.67 g, 155.23 mmol) is added batchwise and the mixture is stirred for 1 h at 60 0C. After cooling it is concentrated by rotary evaporation, filtered through silica gel, washed with DCM/MeOH (90/10 to 80/20), the resulting filtrate is evaporated down using the rotary evaporator and 3-amino- theta-chloro-pyridine^-carboxylic acid amide (HPLC-MS: tRet = 0.90 min; MS (M+H)+ = 172) is obtained.S-amino-theta-chloro-pyridine^-carboxylic acid amide (7.45 g, 43.41 mmol) is taken up in triethylorthoformate (150 mL) and stirred for 3 h at 145 0C. After cooling the precipitate formed is filtered off, washed with Et2O, dried and 6-chloro-3/-/-pyrido[3,2-d]pyrimidin-4- one (HPLC-MS: tRet = 0 min; MS (M+H)+ = 182) is obtained.6-chloro-3/-/-pyrido[3,2-d]pyrimidin-4-one (7.16 g, 39.43 mmol) and Lambda/,Lambda/-diethylaniline (9.505 mL, 59.14 mmol) are taken up in toluene (185 mL) and heated to 110 0C. Then POCI3 (3.713 mL, 39.43 mmol) is slowly added dropwise. The reaction mixture is stirred for a further 4 h at 110 0C. After cooling the mixture is diluted with toluene, washed 2 x with water, 2 x with 20 % NaOH solution and 1 x with 1 M HCI solution. The organic phase is dried on MgSO4, filtered off, evaporated down and P-2a is obtained (HPLC-MS: tRet = 1.14 min).Method of synthesis from: J. Med. Chem. 1996, 39, 1823-1835.
  • 3
  • [ 6274-22-2 ]
  • [ 175358-02-8 ]
  • 4-((6-chloropyrido [3,2-d] pyrimidin-4-yl)amino)-N-methylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.3% With triethylamine; In isopropyl alcohol; at 50℃; Put 0.300g (1.50mmol) 5 and 0.270g (1.80mmol) 25a in a 50ml eggplant-shaped bottle, add 0.4ml (1.80mmol) triethylamine and 20ml isopropanol to the eggplant-shaped bottle, and react at 50 C. After the reaction was completed, the reaction solution was cooled to room temperature, filtered, and the filter cake was washed with ethyl acetate and dried to obtain a white solid. The next step was directly used without purification. Yield: 87.3%.
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