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Chemical Structure| 13959-01-8 Chemical Structure| 13959-01-8

Structure of 13959-01-8

Chemical Structure| 13959-01-8

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Product Details of [ 13959-01-8 ]

CAS No. :13959-01-8
Formula : C8H8BrNO2
M.W : 230.06
SMILES Code : CCOC(=O)C1=C(Br)C=NC=C1
MDL No. :MFCD11226640
InChI Key :KAJIRIIDTCRPKH-UHFFFAOYSA-N
Pubchem ID :15141565

Safety of [ 13959-01-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 13959-01-8 ]

* 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 [ 13959-01-8 ]

[ 13959-01-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 850568-47-7 ]
  • [ 13959-01-8 ]
  • 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-8-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; at 120.0℃; for 18h; Sodium acetate (410 mg, 5 mmol) and 1,1'- bis(diphenylphosphino)ferrocene palladium (II) chloride (complexed with dichloromethane) (36 mg, 0.05 mmol) were added to a mixture of ethyl 3-bromo-4- pyridine carboxylate (230 mg, 1.0 mmol) and <strong>[850568-47-7]2-amino-4-cyanophenylboronic acid hydrochloric acid salt</strong> (179 mg, 0.9 mmol). The mixture was connected to an exit bubbler and heated to 12O0C for 18 hours at which time LCMS analysis indicated that the reaction was done based on the disappearance of starting material. After cooling to room temperature, water was added and the dark solids were filtered and washed with dichloromethane to give 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-8- carbonitrile (156 mg) as a gray solid which was sufficiently pure enough for subsequent chemical transformations. LCMS (ESI) 222.4 (M+l)+. 1HNMR (400 MHz, DMSOd6) 12.2 (IH, s), 9.96 (IH, s), 8.90 (IH, d, 5.1 Hz), 8.77 (IH, d, 8.2 Hz), 8.13 (IH, d, 5.1 Hz), 7.73 (IH, dd 8.2, 1.6 Hz), 7.70 (IH, d, 1.6 Hz).
With sodium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In dichloromethane; at 120.0℃; for 18h; Sodium acetate (410 mg, 5 mmol) and 1,1'-bis(diphenylphosphino)ferrocene palladium (II) chloride (complexed with dichloromethane) (36 mg, 0.05 mmol) were added to a mixture of ethyl 3-bromo-4-pyridine carboxylate (230 mg, 1.0 mmol) and <strong>[850568-47-7]2-amino-4-cyanophenylboronic acid hydrochloric acid salt</strong> (179 mg, 0.9 mmol). The mixture was connected to an exit bubbler and heated to 120 C. for 18 hours at which time LCMS analysis indicated that the reaction was done based on the disappearance of starting material. After cooling to room temperature, water was added and the dark solids were filtered and washed with dichloromethane to give 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-8-carbonitrile (156 mg) as a gray solid which was sufficiently pure enough for subsequent chemical transformations. LCMS (ESI) 222.4 (M+1)+. 1HNMR (400 MHz, DMSO-d6) 12.2 (1H, s), 9.96 (1H, s), 8.90 (1H, d, 5.1 Hz), 8.77 (1H, d, 8.2 Hz), 8.13 (1H, d, 5.1 Hz), 7.73 (1H, dd 8.2, 1.6 Hz), 7.70 (1H, d, 1.6 Hz).
  • 2
  • [ 380430-55-7 ]
  • [ 13959-01-8 ]
  • methyl 5-oxo-5,6-dihydrobenzo[c][2,6]naphthyridine-8-carboxylate [ No CAS ]
 

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Technical Information

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