Uses
ChemicalBook > CAS DataBase List > 2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER

2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER

Uses
Product Name
2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER
CAS No.
1003845-08-6
Chemical Name
2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER
Synonyms
2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine;2-dioxaborolan-2-yl)pyriMidine;2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER;2-ChloropyriMidin-5-ylboronic acid pinacol ester;2-Chloropyrimidine-5-boronicacidpinacolester,98%;2-chloropyrimidine-5-borate frequency which ol ester;2-Chloropyrimidine-5-boronic acid pinacol ester, 95%,;2-(5-Chloro-2-pyrimidyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(2-Chloro-5-pyrimidinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Pyrimidine, 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
CBNumber
CB62465526
Molecular Formula
C10H14BClN2O2
Formula Weight
240.49
MOL File
1003845-08-6.mol
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2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER Property

Melting point:
65.0 to 69.0 °C
Boiling point:
369.1±15.0 °C(Predicted)
Density 
1.19±0.1 g/cm3 (20 ºC 760 Torr)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
form 
Solid
pka
-1.68±0.22(Predicted)
color 
White to Yellow to Orange
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Safety

HS Code 
2933599590
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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

TCI Chemical
Product number
C3436
Product name
2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$75
Updated
2025/07/31
TCI Chemical
Product number
C3436
Product name
2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$301
Updated
2025/07/31
TRC
Product number
C428453
Product name
2-Chloropyrimidine-5-boronicacidpinacolester
Packaging
100mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
X1294
Product name
2-Chloropyrimidine-5-boronicacidpinacolester
Packaging
250mg
Price
$26
Updated
2021/12/16
Synthonix
Product number
C15930
Product name
2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
Purity
97%
Packaging
1g
Price
$40
Updated
2021/12/16
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2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER Chemical Properties,Usage,Production

Uses

Pinacol 2-chloropyrimidine-5-boronate is used to prepare indole derivatives, exhibiting broad pharmacological activity as a selective Pim kinase inhibitor. It is also used to prepare TGF-β1 inhibitors and activin A signal transducers. It is an important chemical product and a key pharmaceutical intermediate.

Synthesis

76-09-5

1003845-06-4

1003845-08-6

34). General procedure for the synthesis of 2-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidines: to a mixture of toluene (16 mL) and THF (4 mL) containing 5-bromo-2-chloropyrimidine (10 mmol, 1.93 g) and triisopropyl borate (12 mmol, 2.8 mL) at -78 °C, over a period of Hexane (1.58 M, 12 mmol, 7.6 mL) was added slowly and dropwise over 45 min. The reaction mixture was continued to be stirred at -78 °C for 1 hour. Subsequently, the mixture was slowly warmed to -20 °C and 1 M aqueous hydrochloric acid (20 mL) was added. After continued warming to room temperature, the precipitate was collected and washed with hexane to give a colorless powder (808 mg, 51% yield). A mixture of this powder (3.63 mmol, 575 mg), pinacol (3.81 mmol, 450 mg), and magnesium sulfate (18.15 mmol, 2.2 g) in toluene (10 mL) was stirred at room temperature for 15 hours. After completion of the reaction, the mixture was filtered and the filtrate was concentrated under reduced pressure. The resulting solid was washed with water to afford the target product 2-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidine (875 mg, quantitative yield); ESI-MS m/z: 159 [M + 1 - pinacol], retention time 1.75 min (condition A).

References

[1] Patent: WO2008/9435, 2008, A1. Location in patent: Page/Page column 189-190
[2] Patent: US2009/118287, 2009, A1. Location in patent: Page/Page column 67-68

2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER Suppliers

BoroChem SAS
Tel
--
Fax
--
Email
info@borochem.fr
Country
France
ProdList
852
Advantage
46
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View Lastest Price from 2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
2-dioxaborolan-2-yl)pyriMidine 1003845-08-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2020-05-15
Career Henan Chemical Co
Product
2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER 1003845-08-6
Price
US $5.50/KG
Min. Order
1KG
Purity
98%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-07

1003845-08-6, 2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTERRelated Search:


  • 2-CHLOROPYRIMIDINE-5-BORONIC ACID PINACOL ESTER
  • 2-dioxaborolan-2-yl)pyriMidine
  • 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
  • 2-ChloropyriMidin-5-ylboronic acid pinacol ester
  • 2-(2-Chloro-5-pyrimidinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • Pyrimidine, 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
  • 2-Chloropyrimidine-5-boronicacidpinacolester,98%
  • 2-(5-Chloro-2-pyrimidyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-Chloropyrimidine-5-boronic acid pinacol ester, 95%,
  • 2-chloropyrimidine-5-borate frequency which ol ester
  • 2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine - [C15930]
  • 1003845-08-6