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Chemical Structure| 907597-26-6 Chemical Structure| 907597-26-6

Structure of 907597-26-6

Chemical Structure| 907597-26-6

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Product Details of [ 907597-26-6 ]

CAS No. :907597-26-6
Formula : C5H2BrN3S
M.W : 216.06
SMILES Code : BrC1=NSC2=NC=CN=C12
MDL No. :MFCD13193342
InChI Key :AFCJQWPCRDUHNK-UHFFFAOYSA-N
Pubchem ID :56965722

Safety of [ 907597-26-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 907597-26-6 ]

* 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 [ 907597-26-6 ]

[ 907597-26-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 74002-70-3 ]
  • [ 907597-26-6 ]
YieldReaction ConditionsOperation in experiment
With bromine; In ethyl acetate; for 1.5h;Heating / reflux; Crude 3-mercaptopyrazine-2- carbonitrile (1.1 g, 8.0 mmol) was dissolved in ethyl acetate (30 mL) and treated with bromine (0.46 mL, 8.8 mmol). The reaction mixture was heated to reflux. As soon as the bromine was added, the mixture became homogeneous but after several minutes a precipitate began to form. After 90 min the reaction mixture was cooled to room temperature and then partitioned between ethyl acetate and saturated aqueous sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to yield 3-bromoisothiazolo[5,4-b]pyrazine as a pale orange solid. MW=215 confirmed by LC-MS, tr= 10.34 min (Method Y) MH+=214-216.
  • 2
  • [ 907597-26-6 ]
  • N1-(isothiazolo[5,4-b]pyrazin-3-yl)propane-1,3-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With Trimethylenediamine; In methanol; at 20 - 50℃; for 1.08333h; To a solution of <strong>[907597-26-6]3-bromoisothiazolo[5,4-b]pyrazine</strong> in methanol (25 mL) was added 1,3- diaminopropane (6 mL). The reaction mixture was stirred at room temperature for 15 min, then heated to 50 0C. After Ih, the starting material was consumed as judged by LC-MS. The reaction mixture was concentrated under reduced pressure and then partitioned between ethyl acetate and brine. The aqueous layer was back-extracted twice with ethyl acetate and once with methylene chloride. The combined organic layers were washed with brine and dried over anhydrous sodium sulfate and filtered. Concentration under reduced pressure gave N^isothiazolofS^-bJpyrazin-S-ytypropane-ljS-diamine (410 mg) as a yellow solid. 1H NMR (300 MHz, CDCl3-DMSO-J6): 8.62 (d, IH), 8.54 (d, IH), 2.66 (m, 4H), 2.49 (br s, EPO <DP n="140"/>2H)5 1.51 ppm (m, 2H). MW=209 confirmed by LC-MS, tr= 2.51 min (Method Y) 1^=208-210.
  • 3
  • [ 907597-26-6 ]
  • [ 172975-98-3 ]
  • [ 76-05-1 ]
  • N-(2-methylbiphenyl-3-yl)isothiazolo[4,5-b]pyrazin-3-amine trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
A mixture of <strong>[907597-26-6]3-bromoisothiazolo[4,5-b]pyrazine</strong> (Ark Pharm, catAK-30773: 17 mg, 0.080 mmol), 2-methylbiphenyl-3-amine (Example 11, Step 1: 14.7 mg, 0.080 mmol), [(2-di-cyclohexylphosphino-3,6-dimethoxy-2?,4?,6?-triisopropyl-1,1?-biphenyl)-2-(2?-amino-1,1?-biphenyl)]palladium(II) methanesulfonate (BrettPhos Pd G3, 11 mg, 0.012 mmol), and cesium carbonate (130 mg, 0.40 mmol) in tert-butyl alcohol was purged with nitrogen, and then stirred at 100 C. for 2 h. After being cooled to room temperature, the crude reaction mixture was diluted with methanol and purified by prep HPLC (pH=2, acetonitrile/water+TFA) to provide the desired compound as the TFA salt. LC-MS calculated for C18H15N4S (M+H)+: m/z=319.1; found 319.2.
 

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