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Chemical Structure| 157652-28-3 Chemical Structure| 157652-28-3

Structure of 157652-28-3

Chemical Structure| 157652-28-3

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Product Details of [ 157652-28-3 ]

CAS No. :157652-28-3
Formula : C9H8BrFO2
M.W : 247.06
SMILES Code : O=C(OC)C1=CC=C(F)C=C1CBr
MDL No. :MFCD11505951
Boiling Point : No data available
InChI Key :DAYFMDZWYCRYEJ-UHFFFAOYSA-N
Pubchem ID :18323864

Safety of [ 157652-28-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P261-P280-P305+P351+P338-P310
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 157652-28-3 ]

* 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 [ 157652-28-3 ]

[ 157652-28-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 157652-28-3 ]
  • [ 39903-01-0 ]
  • methyl 2-(((2-amino-5-bromopyridin-3-yl)oxy)methyl)-4-fluorobenzoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
44% With caesium carbonate; In acetonitrile; at 50℃; for 5h; Step 3: To compound 33 (15.0 g, 61 mmol) in acetonitrile (150 mL) at room temperature was added compound 34 (10.9 g, 58 mmol) followed by cesium carbonate (23 g, 69 mmol). The mixture was then heated at 50 °C for 5 hours before cooling to room temperature. The mixture was then concentrated in vacuo to remove ~ 80percent of the acetonitrile before the residue was partitioned between water (400 mL) and ethyl acetate (400 mL). The two layers were separated and the aqueous layer was re-extracted with ethyl acetate (400 mL). The combined organics were then concentrated in vacuo to give a dark brown solid. (Note that the aqueous layer was still very dark and contained insoluble solids - yield likely to be compromised by the lack of solubility of the product in organic solvents). The solid residue was then slurried in MTBE (300 mL) for 20 minutes and compound 35 was collected as a dark grey solid (1 1 .5 g, 52percent yield. This product was then purified further by column chromatography on silica gel eluting with ethyl acetate and cyclohexane (33percent EtOAc to neat EtOAc) to give compound 35 (9.5 g, 44percent yield) as an off- white solid. 1H NMR (400 MHz, CDCI3) delta 8.10 (1 H, m), 7.75 (1 H, s), 7.35 (1 H, m), 7.10 (1 H, m), 7.05 (1 H, s), 5.50 (2 H, s), 4.75 (1 H, br s), 3.90 (3 H, s). LCMS ES m/z 355/357 [M+H]+.
 

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