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Chemical Structure| 1216-97-3 Chemical Structure| 1216-97-3

Structure of 1216-97-3

Chemical Structure| 1216-97-3

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Product Details of [ 1216-97-3 ]

CAS No. :1216-97-3
Formula : C12H11BrN2O2S
M.W : 327.20
SMILES Code : O=S(C1=CC=C(C)C=C1)(NC2=CC(Br)=CN=C2)=O
MDL No. :MFCD17677284

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Application In Synthesis of [ 1216-97-3 ]

* 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 [ 1216-97-3 ]

[ 1216-97-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 885069-14-7 ]
  • [ 1216-97-3 ]
  • [ 1112981-20-0 ]
YieldReaction ConditionsOperation in experiment
7% Pd FibreCat; In 1,4-dioxane; water; at 100℃; for 0.166667h;Microwave irradiation; Step 2. N-(6-(5-(4-methylphenylsulfonamido')pyridin-3-yl)benzo[dlthiazol-2-yl)acetamide; To a microwave vial equipped with a stir bar was charged with N-(5-bromopyridin-3-yl)-4- methylbenzenesulfonamide (0.180 g, 0.6 mmol) in 1,4-dioxane (3 ml), was added N-(6-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]thiazol-2-yl)acetamide (0.223 g, 0.7 mmol), Pd FibreCat (Anchored homogeneous catalyst, Johnson Matthey, West Deptford, NJ) (0.024 g, 20%) and 2M sodium carbonate (0.7 ml, 1 mmol). The vial was capped and then placed into a CEM Microwave for 10 minutes at 100 C, while 100 watts of energy was supplied via Powermax (Simultaneous heating while cooling technology). The progress of the reaction was monitored by LC/MS, which showed desired product, N- deacylated material and boronic ester in the mixture. The reaction was stopped at this point, to prevent further de-acylation of product. The mixture was diluted with DCM and saturated sodium bicarbonate solution. The organic layer was collected by extracting with DCM (3 x 20 ml). Combined organic extracts, dried over sodium sulfate, filtered and concentrated in vacuo. The crude was purified by reverse- phase HPLC. This gave N-(6-(5-(4-methylphenylsulfonamido)pyridin-3-yl)benzo[d]thiazol-2- yl)acetamide (0.016 g, 7% yield) as a white crystalline solid. MS (ESI pos. ion) m/z: 439 (MH+). Calc'd exact mass for C21H18N4O3S2: 438. 1H NMR (400 MHz, DMSO-d6): 2.19 (s, 3H), 2.27 (s, 3H), 7.16 (d, 2H), 7.37 (s, 1H), 7.49 (s, 1H), 7.62 (d, 2H), 7.73 (d, 1H), 7.90 (s, 1H), 7.94 (s, 1H), 8.02 (s, 1H).
 

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