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
- Molecular Weight:
- 249.11
- MDL Number:
- MFCD16996341
- MOL File:
- 1000339-10-5.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302 |
| Precautionary statements | P280-P305+P351+P338 |
2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline price More Price(21)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Matrix Scientific | 203174 | 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | 1000339-10-5 | 250.00mg | $31 | 2026-05-18 | Buy |
| Matrix Scientific | 203174 | 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | 1000339-10-5 | 1.00g | $111 | 2026-05-18 | Buy |
| Matrix Scientific | 203174 | 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline | 1000339-10-5 | 5.00g | $542 | 2026-05-18 | Buy |
| aablocks | AA009524 | Benzenamine, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 97% | 1000339-10-5 | 100mg | $17 | 2026-05-28 | Buy |
| aablocks | AA009524 | Benzenamine, 2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 97% | 1000339-10-5 | 250mg | $22 | 2026-05-28 | Buy |
2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Chemical Properties, Uses, 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)/cm1: 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
Raw materials
Preparation Products
2-Methoxy-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline Suppliers
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