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Chemical Structure| 97267-61-3 Chemical Structure| 97267-61-3

Structure of 97267-61-3

Chemical Structure| 97267-61-3

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Product Details of [ 97267-61-3 ]

CAS No. :97267-61-3
Formula : C8H4BrClN2
M.W : 243.49
SMILES Code : ClC1=C2N=CC(Br)=CC2=NC=C1
MDL No. :MFCD11848377
InChI Key :SKKJMLNKELECHI-UHFFFAOYSA-N
Pubchem ID :13459137

Safety of [ 97267-61-3 ]

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

Application In Synthesis of [ 97267-61-3 ]

* 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 [ 97267-61-3 ]

[ 97267-61-3 ] Synthesis Path-Downstream   1~6

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YieldReaction ConditionsOperation in experiment
22%; 48% Example 2.1.1 and Example 2.1.2: 7-Bromo-2-chloro-[1 ,5]naphthyridine and 7- Bromo-4-chloro-[1 ,5]naphthyridine7.97 g (35.4 mmol, 1 eq) of 3-bromo-1 ,5-naphthyridine-5-oxide and 9.9 ml. (106.2 mmol, 3 eq) of phosphorus oxychloride were introduced in 600 ml. of methylene chloride. The mixture was stirred at reflux for 18 h. Methylene chloride was evaporated in part (3/4). 1 M aqueous NaOH solution was added carefully at 0 C. Aqueous layer was extracted with methylene chloride. Organic layers were dried over Na2S04, filtered and evaporated to dryness. The residue was purified by column chromatography using methylene chloride as eluent. The solvent was evaporated to dryness to afford 1 .97 g of 7-bromo-2-chloro-1 ,5-naphthyridine (white powder) with 22% yield and 4.16 g of 7- bromo-4-chloro-1 ,5-naphthyridine (white powder) with 48% yield. 7-Bromo-2-chloro-[1 ,5]naphthyridineYield: 1.97 g (22 % of theory), m.p.: 168-169 C.1H-NMR (DMSO-d6, 400 MHz): = 9, 15 (d, 1 H); 8,79 (d, 1 H); 8,55 (d, 1 H); 7,93 (d, 1 H) ppm.MS: m/z 245 (M+H+).7-Bromo-4-chloro-[1 ,5]naphthyridineYield: 4.16 g (48 % of theory). m.p.: 162-163 C.1H-NMR (DMSO-d6, 400 MHz): delta = 9,22 (d, 1 H); 8,99 (d, 1 H); 8,88 (d, 1 H); 8, 1 1 (d, 1 H) ppm. MS: m/z 245 (M+H+).
22%; 48% Example 2.1.1 and Example 2.1.2: 7-Bromo-2-chloro-[1,5]naphthyridine and 7-Bromo-4-chloro-[1,5]naphthyridine [Show Image] [Show Image] 7.97 g (35.4 mmol, 1 eq) of 3-bromo-1,5-naphthyridine-5-oxide and 9.9 mL (106.2 mmol, 3 eq) of phosphorus oxychloride were introduced in 600 mL of methylene chloride. The mixture was stirred at reflux for 18 h. Methylene chloride was evaporated in part (3/4). 1M aqueous NaOH solution was added carefully at 0 C. Aqueous layer was extracted with methylene chloride. Organic layers were dried over Na2SO4, filtered and evaporated to dryness.The residue was purified by column chromatography using methylene chloride as eluent. The solvent was evaporated to dryness to afford 1.97 g of 7-bromo-2-chloro-1,5-naphthyridine (white powder) with 22% yield and 4.16 g of 7-bromo-4-chloro-1,5-naphthyridine (white powder) with 48% yield.7-Bromo-2-chloro-[1,5]naphthyridine Yield: 1.97 g (22 % of theory). m.p.: 168-169 C. 1H-NMR (DMSO-d6, 400 MHz); = 9,15 (d, 1H); 8,79 (d, 1H); 8,55 (d, 1H); 7,93 (d, 1H) ppm. MS: m/z 245 (M+H+).7-Bromo-4-chloro-[1,5]naphthyridine Yield: 4.16 g (48 % of theory). m.p.: 162-163 C. 1H-NMR (DMSO-d6, 400 MHz): delta.= 9,22 (d, 1H); 8,99 (d, 1H); 8,88 (d, 1H); 8,11 (d, 1H) ppm. MS: m/z 245 (M+H+).
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Technical Information

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[ 97267-61-3 ]

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Related Parent Nucleus of
[ 97267-61-3 ]

Naphthyridines

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A424282 [1246550-12-8]

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