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Chemical Structure| 1515187-15-1 Chemical Structure| 1515187-15-1

Structure of 1515187-15-1

Chemical Structure| 1515187-15-1

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Product Details of [ 1515187-15-1 ]

CAS No. :1515187-15-1
Formula : C10H13BrN2O2
M.W : 273.13
SMILES Code : O=C(NCCOC)C1=CC(Br)=CC(N)=C1
MDL No. :MFCD24125087

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Application In Synthesis of [ 1515187-15-1 ]

* 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 [ 1515187-15-1 ]

[ 1515187-15-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 42237-85-4 ]
  • [ 109-85-3 ]
  • [ 1515187-15-1 ]
YieldReaction ConditionsOperation in experiment
1.96 g With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane; ethyl acetate; at 0 - 20℃;Reflux; Intermediate D3: 3-Amino-5-bromo-N-(2-methoxyethyl)benzamide. To a stirred solution of <strong>[42237-85-4]3-amino-5-bromobenzoic acid</strong> (1.90 g, 8.53 mmol), 2-methoxy- ethanamine (1.50 ml, 17.08 mmol) and triethylamine (3.60 mL, 25.8 mmol) in DCM (30 mL) at 0C was added 50 wt% T3P in EtOAc (7.65 ml, 12.85 mmol). The reaction was stirred at rt overnight then refluxed for 90 min. The reaction was cooled to rt, whereupon a further quantity of triethylamine (3.60 ml, 25.8 mmol) was added. The reaction vessel was then cooled in an ice bath and 50 wt% T3P in EtOAc (7.65 ml, 12.85 mmol) from a fresh bottle was added. The ice bath was removed, the reaction allowed to warm to rt, and stirred at this temperature for 1 h. The reaction was partitioned between sat. NaHC03 (50 mL) and DCM (50 mL). The aqueous phase was back extracted with fresh DCM (50 mL). The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo to afford an orange oil (3.12 g). The crude product was purified by chromatography on silica gel (80 g column, 0- 10% MeOH in DCM) to afford Intermediate D3 (1.96 g) as an orange oil. 1H NMR (DMSO-d6) 400 MHz, delta: 8.37 (t, 1 H), 7.08 (t, 1 H), 7.00-6.99 (m, 1 H), 6.84 (t, 1 H), 5.57 (s, 2H), 3.44-3.41 (m, 2H), 3.39-3.33 (m, 2H), 3.25 (s, 3H). LCMS m/z 273/275 (M+H)+ (ES+)
 

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