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[ CAS No. 1012880-11-3 ]

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Chemical Structure| 1012880-11-3
Chemical Structure| 1012880-11-3
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Product Details of [ 1012880-11-3 ]

CAS No. :1012880-11-3 MDL No. :MFCD22494866
Formula : C13H19BFNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :251.10 g/mol Pubchem ID :-
Synonyms :

Safety of [ 1012880-11-3 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1012880-11-3 ]

  • Upstream synthesis route of [ 1012880-11-3 ]
  • Downstream synthetic route of [ 1012880-11-3 ]

[ 1012880-11-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 1012880-11-3 ]
  • [ 30564-98-8 ]
  • [ 1885-14-9 ]
  • [ 1454682-74-6 ]
YieldReaction ConditionsOperation in experiment
54.9 g
Stage #1: With sodium hydrogencarbonate In tetrahydrofuran at 0 - 60℃; Inert atmosphere
Stage #2: With triethylamine In toluene at 90℃;
Method B: To 4 necked round bottom flask equipped with mechanical agitation, thermometer and N2 inlet is added 2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)aniline (40g, 0.159 mol), THF (600 ml) and NaHC03 (16.0g, 0.19 mol, 1.20eq). The mixture is cooled to 0~5°C and phenyl chloroformate (26.14g, 0.167 mol, 1.05eq) is added dropwise. The reaction mixture is warmed to 60°C and stirred until the content of 2-fluoro-4- methyl-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)aniline < 2percent. The mixture is filtered and the solid (salt) is washed with THF (120 ml). The filtrate is concentrated to 65~80ml. To the residue, toluene (720 ml), 3,3-dimethylbutan-l-amine (HC1 salt, 26.14g, 0.19 mol, 1.2eq) and TEA (20.87g, 0.21 mol, 1.3eq) are added. The resulting mixture is heated to 90°C and stirred until the content of intermediate < 2percent. The mixture is cooled to 15~20°C, stirred for 2hrs and filtered. The solid is washed with toluene (120 ml), H20 (2 x 400 ml) and dried under high vacuum to afford title compound as a white solid. ( 54.9g, 91.3percent yield and 99percent purity detected by UV absorption at 210 nm);1H NMR (400 MHz, d6-DMSO): δ 8.34 (d, J = 9.1 Hz, 1H), 8.08 (s, 1H), 6.98 (d, J = 12.3 Hz, 1H), 6.41 (s, 1H), 3.08 (s, 2H), 2.38 (s, 3H), 1.36 (m, 14H), 0.90 (s, 9H);13C NMR (500MHz, d6-DMSO): δ 21.12,24.65,29.37,29.58, 35.65,43.50,83.25, 104.32116.09, 125.02, 128.19, 138.71, (152.40,154.34) ,154.81; 19F NMR (400 MHz, d6-DMSO): δ 136.34
Reference: [1] Patent: WO2013/134243, 2013, A1, . Location in patent: Page/Page column 14-15
  • 2
  • [ 1012880-11-3 ]
  • [ 1454682-74-6 ]
Reference: [1] Patent: WO2013/134243, 2013, A1,
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
[3] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
  • 3
  • [ 1012880-11-3 ]
  • [ 1454682-72-4 ]
Reference: [1] Patent: WO2013/134243, 2013, A1,
[2] Patent: WO2013/134243, 2013, A1,
[3] Patent: WO2013/134243, 2013, A1,
[4] Patent: WO2013/134243, 2013, A1,
[5] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
[6] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
[7] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
[8] Journal of Medicinal Chemistry, 2015, vol. 58, # 10, p. 4165 - 4179
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