2-Aminopyrimidine-5-boronic Acid Pinacol Ester
- Product Name
- 2-Aminopyrimidine-5-boronic Acid Pinacol Ester
- CAS No.
- 402960-38-7
- Chemical Name
- 2-Aminopyrimidine-5-boronic Acid Pinacol Ester
- Synonyms
- CAS:402960-38-7;1H-PYRROL-3-OL,1-ETHYL-2-METHYL;5-METHOXYTHIOPHENE-2-BORONIC ACID;2-AMinopyriMidine-5-boronicacidpinacoleste;(2-Aminopyrimidin-5-yl)boronic acid pinaco;2-AMINOPYRIMIDINE-5-BORONIC ACID, PICOL ESTER;2-AMINOPYRIMIDINE-5-BORONIC ACID, PINACOL ESTER;(2-Aminopyrimidin-5-yl)boronic acid pinacol ester;5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-amine;2-Aminopyrimidine-5-boronic acid pinacol ester - [A1748]
- CBNumber
- CB5442173
- Molecular Formula
- C10H16BN3O2
- Formula Weight
- 221.06
- MOL File
- 402960-38-7.mol
2-Aminopyrimidine-5-boronic Acid Pinacol Ester Property
- Melting point:
- 209-211°C
- Boiling point:
- 394.8±34.0 °C(Predicted)
- Density
- 1.13±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly, Heated)
- pka
- 3.66±0.10(Predicted)
- form
- solid
- color
- white to off-white
- Water Solubility
- Slightly soluble in water. Soluble in chloroform.
- InChI
- InChI=1S/C10H16BN3O2/c1-9(2)10(3,4)16-11(15-9)7-5-13-8(12)14-6-7/h5-6H,1-4H3,(H2,12,13,14)
- InChIKey
- BPQVMIDUTRJYSC-UHFFFAOYSA-N
- SMILES
- C1(N)=NC=C(B2OC(C)(C)C(C)(C)O2)C=N1
Safety
- Hazard Codes
- Xi,Xn,T
- Risk Statements
- 36/37/38-22-25
- Safety Statements
- 26-36/37/39-36/39-45
- RIDADR
- UN 2811 6.1 / PGIII
- TSCA
- No
- HazardClass
- IRRITANT
- HS Code
- 2933599590
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- BML00109
- Product name
- 2-Aminopyrimidine-5-boronic acid pinacol ester
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $107
- Updated
- 2025/07/31
- Product number
- A3087
- Product name
- 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $87
- Updated
- 2025/07/31
- Product number
- A3087
- Product name
- 2-Amino-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $256
- Updated
- 2025/07/31
- Product number
- A629055
- Product name
- 2-Aminopyrimidine-5-boronic acid pinacol ester
- Packaging
- 500mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- 260081
- Product name
- 2-Aminopyrimidine-5-boronic acid pinacol ester
- Packaging
- 500mg
- Price
- $319
- Updated
- 2021/12/16
2-Aminopyrimidine-5-boronic Acid Pinacol Ester Chemical Properties,Usage,Production
Chemical Properties
Light Beige Solid
Uses
2-Aminopyrimidine-5-boronic Acid Pinacol Ester is used in the preparation of phosphoinositide-3-kinases (PI3K) inhibitors.
Synthesis
7752-82-1
73183-34-3
402960-38-7
General procedure for the synthesis of 2-aminopyrimidine-5-boronic acid pinacol ester from 2-amino-5-bromopyrimidine and bis(pinacolato)diboron and 5.9 g (60.3 mmol) potassium acetate: 3.5 g (20.1 mmol) 5-bromopyrimidin-2-amine, 5.6 g (22.1 mmol) bis(pinacolato)diboron, and 5.9 g (60.3 mmol) potassium acetate were dissolved in 35 mL of 1,4-dioxane and subsequently 1.41 g (2.01 mmol) of bis(triphenylphosphine)dichloropalladium(II) was added. The reaction mixture was stirred at 110 °C for 4 hours. After completion of the reaction, it was cooled to room temperature, diluted with ethyl acetate and sonicated for 5 minutes. It was filtered through a diatomaceous earth filled filter and washed with ethyl acetate. The filtrate was washed sequentially with distilled water and saturated saline. The organic layer was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was dissolved in 100 mL of a solvent mixture of dichloromethane and hexane (1:3, v/v) and stirred at room temperature for 1 hour. It was filtered under reduced pressure and the resulting solid was dried under reduced pressure to give 4 g (yield: 90%) of the target product 2-aminopyrimidine-5-boronic acid pinacol ester.
References
[1] Patent: KR2016/38598, 2016, A. Location in patent: Paragraph 0111; 0112
[2] Organic Process Research and Development, 2016, vol. 20, # 1, p. 95 - 99
[3] Organic Process Research and Development, 2017, vol. 21, # 9, p. 1427 - 1434
[4] Patent: CN106632443, 2017, A. Location in patent: Paragraph 0010-0016
[5] Patent: WO2007/84786, 2007, A1. Location in patent: Page/Page column 89-90
2-Aminopyrimidine-5-boronic Acid Pinacol Ester Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-Aminopyrimidine-5-boronic Acid Pinacol Ester manufacturers
- Product
- 2-Aminopyrimidine-5-boronic Acid Pinacol Ester 402960-38-7
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1000kg
- Release date
- 2025-07-06
- Product
- 2-Aminopyrimidine-5-boronic Acid Pinacol Ester 402960-38-7
- Price
- US $36.00-1.10/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-04-08
- Product
- 2-Aminopyrimidine-5-boronic Acid Pinacol Ester 402960-38-7
- Price
- US $1.10/g
- Min. Order
- 1g
- Purity
- 99.00%
- Supply Ability
- 100 Tons Min
- Release date
- 2021-12-10