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[ CAS No. 1560648-02-3 ]

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2D
Chemical Structure| 1560648-02-3
Chemical Structure| 1560648-02-3
Structure of 1560648-02-3 *Storage: {[proInfo.prStorage]}

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SDS

Product Details of [ 1560648-02-3 ]

CAS No. :1560648-02-3MDL No. :MFCD22414577
Formula : C16H19BO3 Boiling Point : -
Linear Structure Formula :-InChI Key :N/A
M.W :270.13Pubchem ID :75531172
Synonyms :

Computed Properties of [ 1560648-02-3 ]

TPSA : 38.7 H-Bond Acceptor Count : 3
XLogP3 : - H-Bond Donor Count : 1
SP3 : 0.38 Rotatable Bond Count : 1

Safety of [ 1560648-02-3 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1560648-02-3 ]

  • Upstream synthesis route of [ 1560648-02-3 ]
  • Downstream synthetic route of [ 1560648-02-3 ]

[ 1560648-02-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 73183-34-3 ]
  • [ 1560648-02-3 ]
YieldReaction ConditionsOperation in experiment
70% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 90℃; for 3.00 h; Inert atmosphere A mixture of compound 68-1 (437 mg, 1.62 mmol), compound 1 -8-2 (420 mg. 1.7 mmol), Pd(dppf)Cl2.CH2Cl2 (67 mg, 0.08 mmol) and KOAc (400 mg. 4.05 mmol) in DMF (5.0 niL) was stirred at 90 °C under N2 for 3 hrs. After the reaction was completed, the mixture was cooled to rt, diluted with EtOAc (50.0 mL) and filtered through a celite pad. The filtrate was washed with water (20.0 mL x 3) and brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 15/1 ) to give the title compound (306 mg, 70percent) as a pale yellow solid. The compound was characterized by the following spectroscopic data: MS (ESI. pos.ion) mlz: 271.5 [M+H] +; NMR (400 MHz. CDC13) δ (ppm): 8.53-8.50 (m. I H). 8.45-8.43 (m. I H). 7.83. 7.81 (m. m, I H), 7.62-7.58 (m, IH), 7.52-7.48 (m, I H). 7.06, 7.04 (br. br. I H). 6.17 (br, I H), 1.57 (m, 6H), 1.54 (m, 6H).
70% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 90℃; for 3.00 h; Inert atmosphere; Sealed tube A mixture of compound 23-1 (0.44 g, 1.62 mmol), compound 1-14-2 (0.42 g, 1.7 mmol), Pd(dppf)Cl2 CH2Cl2 (67 mg, 0.08 mmol) and KOAc (0.4 g, 4.05 mmol) in DMF (5.0 mL) was stirred at 90 °C under N2 for 3.0 hrs. After the reaction was completed, the mixture was cooled to rt, diluted with EtOAc (50 mL) and filtered through a celite pad. The filtrate was washed with water (20 mL x 3) and brine, dried over anhydrous Na2SC>4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 15/1) to give the title compound as a pale yellow solid (0.31 g, 70percent). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) mlz: 271.5 [M+H]+; and NMR (400 MHz, CDC13) δ (ppm): 8.53-8.50 (m, 1H), 8.45-8.43 (m, 1H), 7.83, 7.81 (m, m, 1H), 7.62-7.58 (m, 1H), 7.52-7.48 (m, 1H), 7.06, 7.04 (br, br, 1H), 6.17 (br, 1H), 1.57 (m, 6H), 1.54 (m, 6H).
70% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 90℃; for 3.00 h; Inert atmosphere A mixture of compound 26-1 (0.44 g. 1.62 mmol). compound 1-14-2 (0.42 g. 1.7 mmol). Pd(dppf)ClyCH:Cl2(67.0 mg.0.08 mmol) and KOAc (0.40 g.4.05 mmol) in DMF (5.0 mL) was stirred at 90 °C under ; for 3.0 hrs. After the reaction was completed, the mixture was cooled to rt. diluted with LtOAc (50 mL) and filtered through a celite pad. The filtrate was washed with water (20 mL x 3) and brine, dried over anhydrous Na:S04and concentrated in vacuo. The residue was purified by silica gel column chromatograph (PF/EtOAc (\7v) = 15/1) to give the title compound (0. 1 g.70 percent) as a pale yellow solid. The compound was characterized by the follow ing spectroscopic data:MS (ESI. pos.ion) ml:: 271.5 [M+H] : and . . . . . . . . . 7.62-7.58 (m, 1 H), 7.52-7.48 (m.1 H).7.06, 7.04 (br, br, 1 H), 6.17 (br, 1 H). ] .57 (m, 6H), 1.54 (m, 6H)
70% With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 90℃; for 3.00 h; Inert atmosphere 12435] A mixture of compound 68-1 (437 mg, 1.62 mmol), compound 1-8-2 (420 mg, 1.7 mmol), Pd(dppf)C12.CH2C12 (67 mg, 0.08 mmol) and KOAc (400 mg, 4.05 mmol) in DMF (5.0 mE) was stirred at 900 C. under N2 for 3 hrs. After the reaction was completed, the mixture was cooled to rt, diluted with EtOAc (50.0 mE) and filtered through a celite pad. The filtrate was washed with water (20.0 mLx3) and brine, dried over anhydrous Na2504 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)1 5/1) to give the title compound (306 mg, 70percent) as a pale yellow solid. The compoundwas characterized by the following spectroscopic data:12436] MS (ESI, pos.ion) mlz: 271.5 [M+H]12437] ‘H NMR (400 MHz, CDC13) ö (ppm): 8.53-8.50 (m,1H), 8.45-8.43 (m, 1H), 7.83, 7.81 (m, m, 1H), 7.62-7.58 (m,1H), 7.52-7.48 (m, 1H), 7.06, 7.04 (br, br, 1H), 6.17 (br, 1H),1.57 (m, 6H), 1.54 (m, 6H).

Reference: [1] Patent: WO2014/19344, 2014, A1. Location in patent: Paragraph 00832
[2] Patent: WO2014/82380, 2014, A1. Location in patent: Paragraph 00549; 00550
[3] Patent: WO2014/82379, 2014, A1. Location in patent: Page/Page column 206; 207
[4] Patent: US2015/79028, 2015, A1. Location in patent: Paragraph 2433; 2434; 2435; 2436; 2437
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