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[ CAS No. 153035-62-2 ]

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Chemical Structure| 153035-62-2
Chemical Structure| 153035-62-2
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Product Details of [ 153035-62-2 ]

CAS No. :153035-62-2 MDL No. :MFCD04038068
Formula : C14H15BO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W :226.08 g/mol Pubchem ID :45789738
Synonyms :

Safety of [ 153035-62-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 153035-62-2 ]

  • Downstream synthetic route of [ 153035-62-2 ]

[ 153035-62-2 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 937175-83-2 ]
  • [ 153035-62-2 ]
  • [ 943604-11-3 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate;5%-palladium/activated carbon; In ethanol; water; toluene; for 6.0h;Heating / reflux; A mixture of 3.3 g (10.2 mmol) of the compound (E-4) obtained above, 2.8 g (12.3 mmol) of 4'-ethylbiphenyl-4-yl dihydroxyborane, 3.2g (15.4 mmol) of potassium carbonate, 0.2 g of 5%-Pd/C and 50 mL of a mixed solvent of toluene, ethanol and water (ratio: 1/1/1) was refluxed for 6 hours to obtain a reaction solution. After removing the catalyst by filtration, 50 mL of toluene was added to the reaction solution, which was then washed with water. The reaction solution having been washed with water was dried over anhydrous magnesium sulfate, and the solvent was distilled off from the reaction solution under reduced pressure to obtain 6.4 g of a residue. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate = 15/1) to obtain 3.1 g of crude crystals of the compound (E-5). The crude crystals were dissolved in a mixed solvent of ethanol and ethyl acetate (ratio: 8/2) and recrystallized therefrom to obtain 2.4 g of purified crystals of the compound (E-5).
  • 2
  • [ 153035-62-2 ]
  • (S)-ethyl 2-(5-bromo-4-(4,4-dimethylpiperidin-1-yl)-2,6-dimethylpyridin-3-yl)-2-(tert-butoxy)acetate [ No CAS ]
  • (S)-ethyl 2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin-1-yl)-5-(4'-ethyl[1,1'-biphenyl]-4-yl)-2,6-dimethylpyridin-3-yl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
59.3% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In N,N-dimethyl-formamide; at 110.0℃; for 2.0h;Inert atmosphere; (S)-Ethyl 2-(tert-butoxy)-2-(4-(4,4-dimethylpiperidin-l-yl)-5-(4'-ethyl-[l '-bip yl)-2, 6-dimethylpyridin-3-yl)acetate: A mixture of (S)-ethyl 2-(5-bromo-4-(4,4- dimethylpiperidin-l-yl)-2,6-dimethylpyridin-3-yl)-2-(tert-butoxy)acetate (0.0381 g, 0.084 mmol), (4'-ethyl-[l,r-biphenyl]-4-yl)boronic acid (0.028 g, 0.125 mmol) and 2M Na2C03 (0.105 ml, 0.209 mmol) in DMF (2 mL) was degassed for 10 min. Then, Pd(Ph3P)4 (9.67 mg, 8.37 mupiiotaomicron) added, degassed for 5 min and placed in a pre-heated oil bat at 110 C. After 2 h, cooled and purified by prep-HPLC to afford (S)-ethyl 2-(tert-butoxy)-2-(4-(4,4- dimethylpiperidin- 1 -yl)-5-(4'-ethyl-[ 1 , 1 '-biphenyl]-4-yl)-2,6-dimethylpyridin-3 -yl)acetate (0.0276 g, 0.050 mmol, 59.3 % yield) as white solid. 1H NMR (500 MHz, CDC13) delta 7.69 (ddd, J=1.8, 7.9, 13.8 Hz, 2H), 7.60-7.64 (m, 2H), 7.32-7.36 (m, 3H), 7.24 (dd, J=1.7, 7.8 Hz, 1H), 6.09 (br. s., 1H), 4.24-4.32 (m, 1H), 4.19 (qd, J=7.1, 10.7 Hz, 1H), 3.22 (br. s., 1H), 2.93 (br. s., 1H), 2.75 (q, J=7.6 Hz, 2H), 2.64 (s, 3H), 2.29-2.36 (m, 1H), 2.27 (s, 3H), 2.03-2.13 (m, 1H), 1.50-1.58 (m, 1H), 1.35-1.41 (m, 1H), 1.32 (t, J=7.6 Hz, 3H), 1.28 (t, J=7.3 Hz, 3H), 1.22 (s, 9H), 1.01-1.11 (m, 1H), 0.89 (br.s, 3H), 0.62 (br. s., 3H). One proton of piperidine was not resolved. LCMS (M+H) = 557.4.
  • 3
  • [ 75-68-3 ]
  • [ 153035-62-2 ]
  • 4-(1,1-difluoroethyl)-4'-ethyl-1,1'-biphenyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
58% With dmap; bis(triphenylphosphine)nickel(II) chloride; 4,4'-Dimethoxy-2,2'-bipyridin; potassium carbonate; In 1,2-dimethoxyethane; at 110.0℃; for 5.0h;Schlenk technique; Inert atmosphere; To a 10 ml Schlenk reaction tube was charged reactant 2b (0.2 mmol), catalyst NiCl2(PPh3)2 (3 mol%), ligand 4,4 '-dimethoxy-2,2 '-bipyridine ( 3 mol%), alkali K2CO3 (2.0 eq.) additive DMAP (70 mol%), vacuum-exchanged with nitrogen, will dissolve the DME solution of reactant 1 (pre-reaction ready, transfer reactant 1 slowly to DME, to total The volume was not increased, and the concentration was 1.3 mol/L by 19F NMR, and the reaction was carried out at 110 C for 5 h. TLC was used to detect the progress of the reaction. After the reaction is completed, silica gel is directly added, and the column chromatography is carried out by spin-drying to obtain the target product 3b (58%).
  • 4
  • [ 153035-62-2 ]
  • [ 1073-06-9 ]
  • [ 204776-88-5 ]
  • 5
  • [ 153035-62-2 ]
  • [ 625-99-0 ]
  • C20H17Cl [ No CAS ]
  • 6
  • [ 153035-62-2 ]
  • [ 202982-67-0 ]
  • C20H16ClF [ No CAS ]
  • 7
  • [ 153035-62-2 ]
  • [ 60811-21-4 ]
  • C20H16ClF [ No CAS ]
  • 8
  • [ 110407-59-5 ]
  • [ 153035-62-2 ]
  • C20H16ClF [ No CAS ]
  • 9
  • [ 153035-62-2 ]
  • [ 1996-29-8 ]
  • C20H16ClF [ No CAS ]
  • 10
  • [ 153035-62-2 ]
  • [ 461-96-1 ]
  • C20H16F2 [ No CAS ]
  • 11
  • [ 153035-62-2 ]
  • [ 138526-69-9 ]
  • C20H15F3 [ No CAS ]
  • 12
  • [ 153035-62-2 ]
  • 5-bromo-2-chloro-1,3-difluoro-benzene [ No CAS ]
  • C20H15ClF2 [ No CAS ]
  • 13
  • [ 153035-62-2 ]
  • [ 64248-57-3 ]
  • 4§-ethyl-2,3-difluoro-p-terphenyl [ No CAS ]
  • 14
  • [ 153035-62-2 ]
  • 5-Ethyl-1,3-difluoro-2-iodo-benzene [ No CAS ]
  • C22H20F2 [ No CAS ]
  • 15
  • [ 153035-62-2 ]
  • [ 159255-82-0 ]
  • C23H22F2 [ No CAS ]
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