2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
- Product Name
- 2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
- CAS No.
- 1000339-10-5
- Chemical Name
- 2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline
- Synonyms
- 2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline;2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine;Benzenamine, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
- CBNumber
- CB72729632
- Molecular Formula
- C13H20BNO3
- Formula Weight
- 249.11
- MOL File
- 1000339-10-5.mol
2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Property
- Boiling point:
- 376.3±32.0 °C(Predicted)
- Density
- 1.08±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- pka
- 4.52±0.10(Predicted)
- Appearance
- White to yellow Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M268865
- Product name
- 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
- Packaging
- 500mg
- Price
- $330
- Updated
- 2021/12/16
- Product number
- 2276AQ
- Product name
- 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ANILINE
- Packaging
- 1g
- Price
- $360.8
- Updated
- 2021/12/16
- Product number
- CD12188796
- Product name
- 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
- Purity
- 97%
- Packaging
- 5g
- Price
- $683
- Updated
- 2021/12/16
- Product number
- 1000339105
- Product name
- 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
- Packaging
- 5g
- Price
- $717.6
- Updated
- 2021/12/16
- Product number
- 27942
- Product name
- 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
- Purity
- 95%
- Packaging
- 25g
- Price
- $2004
- Updated
- 2021/12/16
2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Chemical Properties,Usage,Production
Synthesis
6358-77-6
73183-34-3
1000339-10-5
General procedure: 5-bromo-2-methoxyaniline (3.22 g, 15.93 mmol) and pinacol ester of bis(diphenylphosphine)ferrocene dichloropalladium(II) (0.34 g, 0.48 mmol) were added to a reaction flask under nitrogen protection with potassium acetate (8.9 g, 90.83 mmol), bis(diphenylphosphine)ferrocene dichloropalladium(II) (0.34 g, 0.48 mmol) and anhydrous DMSO (40 mL). The reaction mixture was stirred at 80 °C for 8 hours. After completion of the reaction, the reaction was quenched with saturated aqueous NaCl (30 mL) and extracted with ether (3 x 20 mL). The organic phases were combined, dried with magnesium sulfate, filtered and concentrated. The crude product was purified by fast column chromatography (stationary phase: silica gel 230-400 mesh, mobile phase: 9:1 hexane/ethyl acetate). All homogeneous fractions of the grades were collected and concentrated to afford the target product 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (3.18 g, 80% yield) as a brown slurry. νmax (DCM)/cm?1: 2926.38, 1599.02, 1431.11, 1356.01, 1221.39, 1142.48. 1H NMR (CDCl?, 400MHz) δH ppm: 1.35 (12H, s, 2*C(CH?)?) ), 3.89 (3H, s, OCH?), 6.15 (2H, br, NH?), 7.18 (1H, d, J=8.0Hz, ArH), 7.25 (1H, d, J=2.5Hz, ArH), 7.29 (1H, s, ArH).13C NMR δC ppm: 24.5 (4*CH?), 55.1 (OCH?) 83.2 (2*C(CH?)?) , 105.5 (ArCH), 113.7 (ArC), 120.6 (ArCH), 125.8 (ArCH), 135.0 (ArC), 149.7 (ArC).
References
[1] Patent: US2015/18566, 2015, A1. Location in patent: Paragraph 0685; 0686; 0687; 0688; 0689
[2] Journal of Medicinal Chemistry, 2015, vol. 58, # 9, p. 3767 - 3793
[3] Patent: US2016/318895, 2016, A1. Location in patent: Paragraph 0303
2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Preparation Products And Raw materials
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