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Chemical Structure| 34784-05-9 Chemical Structure| 34784-05-9
Chemical Structure| 34784-05-9

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Synonyms: NSC 229320

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Product Details of 6-Bromoisoquinoline

CAS No. :34784-05-9
Formula : C9H6BrN
M.W : 208.05
SMILES Code : C1=C(Br)C=CC2=C1C=CN=C2
Synonyms :
NSC 229320
MDL No. :MFCD04973299
InChI Key :ZTEATMVVGQUULZ-UHFFFAOYSA-N
Pubchem ID :313681

Safety of 6-Bromoisoquinoline

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

Application In Synthesis of 6-Bromoisoquinoline

* 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 [ 34784-05-9 ]

[ 34784-05-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 34784-05-9 ]
  • [ 23687-26-5 ]
YieldReaction ConditionsOperation in experiment
85% With ammonium hydroxide; copper(ll) sulfate pentahydrate; In water; at 190℃; for 6h; Reference Example 1Synthesis of 6-aminoisoquinoline (Reference Compound 1)6-bromoisoquinoline that weighed 17.2 g (see WO 2008/077553), 200 mL of 28percent ammonia water and 10.8 g of copper (II) sulfate pentahydrate were put into the autoclave and tightly sealed, and the mixture was then stirred at 190° C. for 6 hours.After cooling to room temperature, the reaction solution was poured into 250 mL of a 10percent aqueous sodium hydroxide solution, followed by extraction with ethyl acetate (100 mL*5).The extract was dried over anhydrous sodium sulfate, filtered, and then concentrated.The obtained crude product was suspended in dichloromethane and then filtered to obtain 10.2 g of the compound of interest as a light brown crystal (85percent).1H-NMR spectrum (CDCl3, delta ppm): 5.54 (br s, 2H), 6.58 (s, 1H), 7.00 (d, J=9.0 Hz, 1H), 7.35 (d, J=5.5 Hz, 1H), 7.75 (d, J=9.0 Hz, 1H), 8.32 (d, J=5.5 Hz, 1H), 8.98 (s, 1H)
  • 2
  • [ 34784-05-9 ]
  • [ 7651-82-3 ]
YieldReaction ConditionsOperation in experiment
75% With tris-(dibenzylideneacetone)dipalladium(0); potassium hydroxide; tert-butyl XPhos; In 1,4-dioxane; water; at 100℃; for 1.5h; AB21-1 (lg, 4.83 mmol) was dissolved in dioxane (5 mL) Adding tris (dibenzylideneacetone) dipalladium (lllmg, 0.19 mmol) and 2-di-tert-butylphosphine 2 ', 4', 6'-triisopropylbiphenyl (82 mg, 0.19 mmol) Then, potassium hydroxide (812 mg, 14.49 mmol) dissolved in 5 mL of water was added and heated to 100 ° C for 1.5 hours. After cooling to room temperature, 2N HCl (20 mL) was added, stirred for 1 hour, concentrated under reduced pressure, extracted with dichloromethane (30 mL * 3). The combined organic phases were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a pale yellow solid (526 mg, 75percent).
 

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