ChemicalBook > CAS DataBase List > 3-Amino-4-fluorophenylboronic acid, pinacol ester

3-Amino-4-fluorophenylboronic acid, pinacol ester

Product Name
3-Amino-4-fluorophenylboronic acid, pinacol ester
CAS No.
1003575-43-6
Chemical Name
3-Amino-4-fluorophenylboronic acid, pinacol ester
Synonyms
oronic Acid Pinacol Ester;3-Amino-4-fluorophenylboronic acid, pinacol ester;3-Amino-4-fluorobenzeneboronic acid, pinacol ester 96%;3-AMino-4-fluorobenzeneboronic acid pinacol ester, 96%;2-Fluoro-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline;2-Fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine;Benzenamine, 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber
CB21486470
Molecular Formula
C12H17BFNO2
Formula Weight
237.08
MOL File
1003575-43-6.mol
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3-Amino-4-fluorophenylboronic acid, pinacol ester Property

Melting point:
54.0-55.1 °C
Boiling point:
336.8±32.0 °C(Predicted)
Density 
1.11±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
Solid
pka
3.19±0.10(Predicted)
Appearance
White to off-white Solid
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
HS Code 
2931900090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
BML00204
Product name
3-Amino-4-fluorophenylboronic acid, pinacol ester
Purity
Aldrich
Packaging
1g
Price
$330
Updated
2025/07/31
TRC
Product number
A608510
Product name
3-Amino-4-fluorophenylboronic acid, pinacol ester
Packaging
100mg
Price
$55
Updated
2021/12/16
ChemScene
Product number
CS-W006140
Product name
2-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
Packaging
5g
Price
$329
Updated
2021/12/16
Apolloscientific
Product number
PC52054
Product name
3-Amino-4-fluorobenzeneboronic acid, pinacol ester
Purity
96%
Packaging
1g
Price
$237
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
BOR0001752
Product name
3-AMINO-4-FLUOROPHENYLBORONIC ACID, PINACOL ESTER
Purity
95.00%
Packaging
1G
Price
$270.9
Updated
2021/12/16
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3-Amino-4-fluorophenylboronic acid, pinacol ester Chemical Properties,Usage,Production

Uses

3-Amino-4-fluorophenylboronic Acid Pinacol Ester is used as a reactant in preparation of LY3009120 as pan-RAF inhibitor with activity against BRAF or RAS mutant tumor cells.

Synthesis

1218791-09-3

1003575-43-6

General procedure for the synthesis of 3-amino-4-fluorophenylboronic acid pinacol ester from 2-(4-fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl: First, a 500-mL Parr reactor flask was purged with nitrogen and 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- based) aniline (13) (6.92 g, 25.9 mmol), ethyl acetate (150 mL) and 10% palladium carbon (50% wet, 150 mg dry wt.). Subsequently, the reaction flask was connected to a Parr hydrogenation unit, evacuated and filled with hydrogen to a pressure of 50 psi and reacted under shaking conditions for 2 hours. Upon completion of the reaction, the hydrogen was evacuated and filled with nitrogen. The catalyst was removed by filtration through a diatomaceous earth pad (521) and the filter cake was washed with dichloromethane (400 mL). The resulting filtrate was concentrated under reduced pressure to afford the target product 3-amino-4-fluorophenylboronic acid pinacol ester (14) in 100% yield (6.34 g) as a yellow oil. The product was characterized by 1H NMR (500 MHz, CDCl3): δ 7.22 (dd, 1H, J = 8.5,1.0 Hz), 7.16 (m, 1H), 6.97 (dd, 1H, J = 11.5,8.0 Hz), 3.68 (br s, 2H), 1.33 (m, 12H); MS (ESI+) m/z 238.2 (M + H).

References

[1] Patent: WO2010/56875, 2010, A1. Location in patent: Page/Page column 205

3-Amino-4-fluorophenylboronic acid, pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-Amino-4-fluorophenylboronic acid, pinacol ester manufacturers

R&D Scientific Inc.
Product
3-AMino-4-fluorobenzeneboronic acid pinacol ester 1003575-43-6
Price
US $800.00/g
Min. Order
1g
Purity
97
Supply Ability
50 Kg
Release date
2024-02-12

1003575-43-6, 3-Amino-4-fluorophenylboronic acid, pinacol esterRelated Search:

4-Amino-2-fluorophenylboronic acid, pinacol ester 2-AMINO-5-FLUOROBENZENEBORONIC ACID 4-Amino-3-fluorophenylboronic acid, hydrochloride 2-Amino-5-fluorophenylboronic acid, HCl 4-Fluoro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)aniline 3-Amino-5-fluorophenylboronic acid 5-Amino-2-fluorophenylboronic acid, HCl 4-Amino-3-fluorophenylboronic acid, pinacol ester 5-AMINO-2-FLUOROPHENYLBORONIC ACID 3-AMino-4-fluorophenylboronic acid

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