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[ CAS No. 1552301-50-4 ] {[proInfo.proName]}

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Chemical Structure| 1552301-50-4
Chemical Structure| 1552301-50-4
Structure of 1552301-50-4 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1552301-50-4 ]

CAS No. :1552301-50-4 MDL No. :MFCD28405245
Formula : C8H7BrN4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 239.07 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 1552301-50-4 ]

* 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 [ 1552301-50-4 ]

[ 1552301-50-4 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 593-85-1 ]
  • [ 886365-47-5 ]
  • [ 1552301-50-4 ]
YieldReaction ConditionsOperation in experiment
42% In dimethyl amine; at 135℃; for 3h; A mixture of compound 12c (1.0 g, 4.26 mmol) and guanidine carbonate (1.04 g, 8.52 mmol) in DMA (25 mL) was stirred at 135 C for 3hrs. After cooling, the reaction mixture was diluted with water (100 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with water (50 mL×2) and brine (50 mL), dried over anhydrous Na 2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium water 400:10:1, v/v) to give the title compound 12d (340 mg, 42% yield) as a brown solid.
  • 2
  • [ 856250-60-7 ]
  • [ 1552301-50-4 ]
  • 6-(5-fluoro-6-methoxypyridin-3-yl)-4-methylpyrido[2,3-d]pyrimidin-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In water; N,N-dimethyl-formamide; at 100℃; for 4.0h;Inert atmosphere; General procedure: To a mixture of compound 6(80 mg, 0.33 mmol), (6-methoxypyridin-3-yl)boronic acid (61 mg, 0.40 mmoland 2N aqueous K2CO3 solution (0.5 mL, 1.0 mmol) in degassed DMF (5 mL) was added Pd(PPh3)2Cl2 (12 mg, 0.017 mmol). The resulting mixture was degassed and back-filled with argon (three cycles), and then stirred at 100C under argon atmosphere for 4 hours. After cooling to room temperature, silica gel was added and the resulting mixture was evaporatedin vacuo to remove the volatiles. The residue was purified by flash column chromatography (silica gel,DCM/methanol/ammonium hydroxide = 600:10:1) to afford the title compound 1 as a yellow solid (71 mg, 81% yield).
  • 3
  • [ 886365-47-5 ]
  • [ 124-46-9 ]
  • [ 1552301-50-4 ]
YieldReaction ConditionsOperation in experiment
42% In N,N-dimethyl acetamide; at 135℃; for 3h; A mixture of compound5(1.0 g, 4.26 mmol) and guanidine carbonate(1.04 g, 8.52 mmol) in DMA (25 mL) was stirred at 135Cfor 3hours. After cooling, the reaction mixture wasdiluted withwater(100 mL) and extracted with ethyl acetate (50 mL×3).The combined organic layers werewashed with water (50 mL×2) and brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium hydroxide=400:10:1, v/v) to give the title compound6as a brown solid(340 mg, 42% yield). 1H NMR (300 MHz, DMSO-d6) delta 8.87 (d,J= 2.6 Hz, 1H), 8.61 (d,J= 2.6 Hz, 1H), 7.29 (brs, 2H), 2.72 (s, 3H).
  • 4
  • [ 1083326-75-3 ]
  • [ 1552301-50-4 ]
  • N-(5-(2-amino-4-methylpyrido[2,3-d]pyrimidin-6-yl)-2-methoxypyridin-3-yl)methanesulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In water; N,N-dimethyl-formamide; at 100℃; for 4h;Inert atmosphere; General procedure: To a mixture of compound6(80 mg, 0.33 mmol), (6-methoxypyridin-3-yl)boronic acid (61 mg, 0.40 mmoland 2N aqueous K2CO3solution (0.5 mL, 1.0 mmol) in degassed DMF (5 mL) was addedPd(PPh3)2Cl2(12 mg, 0.017 mmol). The resulting mixture was degassed and back-filled with argon (three cycles), and then stirred at 100C under argon atmosphere for 4 hours. After cooling to room temperature, silica gel was added and the resulting mixture was evaporatedin vacuoto remove the volatiles. The residue was purified by flash column chromatography (silica gel,DCM/methanol/ammonium hydroxide = 600:10:1)to afford thetitle compound1as a yellow solid (71 mg, 81% yield).
  • 5
  • [ 1552301-50-4 ]
  • [ 628692-15-9 ]
  • 6-(2-methoxypyrimidin-5-yl)-4-methylpyrido[2,3-d]pyrimidin-2-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In water; N,N-dimethyl-formamide; at 100℃; for 4h;Inert atmosphere; General procedure: To a mixture of compound 6 (80 mg, 0.33 mmol), (6-methoxypyridin-3-yl)boronic acid (61 mg, 0.40 mmol and 2N aqueous K2CO3 solution (0.5 mL, 1.0 mmol) in degassed DMF (5 mL) was added Pd(PPh3)2Cl2 (12 mg, 0.017 mmol). The resulting mixture was degassed and back-filled with argon (three cycles), and then stirred at 100C under argon atmosphere for 4 hours. After cooling to room temperature, silica gel was added and the resulting mixture was evaporated in vacuo to remove the volatiles. The residue was purified by flash column chromatography (silica gel,DCM/methanol/ammonium hydroxide = 600:10:1) to afford the title compound 1 as a yellow solid (71 mg, 81percent yield).
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