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Chemical Structure| 33469-64-6 Chemical Structure| 33469-64-6

Structure of 33469-64-6

Chemical Structure| 33469-64-6

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Product Details of [ 33469-64-6 ]

CAS No. :33469-64-6
Formula : C6H13NO
M.W : 115.17
SMILES Code : OC1CNCC(C)C1
MDL No. :MFCD19222127

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Application In Synthesis of [ 33469-64-6 ]

* 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 [ 33469-64-6 ]

[ 33469-64-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 33469-64-6 ]
  • [ 1239460-75-3 ]
  • cis-5-methyl-1-[8-(trifluoromethyl)quinolin-5-yl]piperidin-3-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With potassium phosphate; [Pd2(dba)3]*CHCl3; DavePhos; In N,N-dimethyl-formamide; at 20 - 130℃; for 3.0h;Inert atmosphere; To a solution of <strong>[1239460-75-3]5-bromo-8-(trifluoromethyl)quinoline</strong> (950 mg, 3.44 mmol) in DMF (10 mL) was added 5-methylpiperidin-3-ol (600 mg, 5.21 mmol), K3PO4 (4161 mg, 19.60 mmol), Pd2(dbafCHCh (676 mg, 0.65 mmol), DavePhos (518 mg, 1.32 mmol) at room temperature under nitrogen atmosphere. The resulting mixture was stirred for 3 h at 130 C under nitrogen atmosphere. When the reaction was done, it was quenched by the addition of water (20 mL). The resulting mixture was extracted with ethyl acetate (50 mL x 3). The organic phases were combined, washed with brine and dried over Na2S04. The solvent was removed under reduced pressure and the residue was purified by reverse phase flash chromatography eluting with acetonitrile in water (5 % to 90 % gradient in 40 min) to yield cis-5-methyl-l-[8-(trifluoromethyl)quinolin-5- yl]piperidin-3-ol as a yellow solid (638 mg, 60 %). MS: 31 1 [M+H]+.
 

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