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Chemical Structure| 1445651-58-0 Chemical Structure| 1445651-58-0

Structure of 1445651-58-0

Chemical Structure| 1445651-58-0

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Product Details of [ 1445651-58-0 ]

CAS No. :1445651-58-0
Formula : C7H8BrNO2S
M.W : 250.11
SMILES Code : O=S(C1=NC=C(Br)C=C1C)(C)=O
MDL No. :MFCD28130266

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* 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 [ 1445651-58-0 ]

[ 1445651-58-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 1154740-48-3 ]
  • [ 1445651-58-0 ]
  • [ 1446002-23-8 ]
YieldReaction ConditionsOperation in experiment
58% With palladium diacetate; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100℃; for 42h; b) 6-Bromo-4-(6-methanesulfonyl-5-methyl-pyridin-3-yl)-5-methyl-3,4-dihydro-2H-benzo[1,4]oxazine A solution of <strong>[1154740-48-3]6-bromo-5-methyl-3,4-dihydro-2H-benzo[1,4]oxazine</strong> (324 mg, 1.42 mmol), Intermediate IA1 (391 mg, 1.56 mmol), Cs2CO3 (1018 mg, 3.13 mmol), BINAP (CAS registry 98327-87-8) (44 mg, 0.07 mmol), Pd(OAc)2 (CAS registry 3375-31-3) (32 mg, 0.14 mmol) in toluene (13 ml) was stirred at 100 C. for 18 h. Catalyst and ligand were reloaded and stirring was continued for another 24 h at 100 C. The reaction mixture was cooled to rt, diluted with EtOAc and washed with water. Concentration of the organic layer and purification by flash chromatography on silica gel (cyclohexane/EtOAc 97:03 to 40:60) afforded the title compound as an orange solid (345 mg, 58% yield). HPLC RtM1=1.13 min; ESIMS: 397,399 [(M+H)+]. 1H NMR (400 MHz, DMSO-d6): delta 7.99 (br. s, 1H), 7.37 (d, 1H), 7.24 (br. s, 1H), 6.83 (d, 1H), 4.13 (t, 2H), 3.97-3.86 (m, 2H), 3.30 (s, 3H), 2.52 (s, 3H), 1.93 (s, 3H).
 

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