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1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester

Product Name
1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester
CAS No.
903550-26-5
Chemical Name
1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester
Synonyms
1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-(oxan-2-yl)-5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;1-(Tetrahydro-2H<;Pinacol 1-(Oxan-2-yl)-5-pyrazole-boronate;1-tetrahydropyran-1H-pyrazolylboronic ester;1-THP-Pyrazole-5-boronic acid pinacol ester;1-THP-1H-Pyrazolyl-5-boronic acid pinacol ester;1-(Tetrahydro-2H-pyran-2-yl)-1H-indazole-5-boroni;1-(2-Tetrahydropyranyl)-1H-pyrazole-5-boronicacid;1-(2-Tetrahydropyranyl)pyrazole-5-boronic Acid Pinacol Ester
CBNumber
CB31518570
Molecular Formula
C14H23BN2O3
Formula Weight
278.15
MOL File
903550-26-5.mol
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1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester Property

Melting point:
74-78℃
Boiling point:
413.8±35.0 °C(Predicted)
Density 
1.16±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), DMSO (Sparingly, Sonicated), Methanol (Slightly, Sonicat
pka
2.06±0.19(Predicted)
form 
solid
color 
white to off-white
InChI
InChI=1S/C14H23BN2O3/c1-13(2)14(3,4)20-15(19-13)11-8-9-16-17(11)12-7-5-6-10-18-12/h8-9,12H,5-7,10H2,1-4H3
InChIKey
ZZRFDLHBMBHJTI-UHFFFAOYSA-N
SMILES
N1(C2OCCCC2)C(B2OC(C)(C)C(C)(C)O2)=CC=N1
LogP
2.16
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25
WGK Germany 
3
TSCA 
No
HS Code 
29349990
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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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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
718823
Product name
1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester
Purity
97%
Packaging
1g
Price
$47.7
Updated
2023/06/20
Sigma-Aldrich
Product number
718823
Product name
1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester
Purity
97%
Packaging
5g
Price
$218
Updated
2023/06/20
TCI Chemical
Product number
T3215
Product name
1-(Tetrahydropyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$20
Updated
2025/07/31
TCI Chemical
Product number
T3215
Product name
1-(Tetrahydropyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$78
Updated
2025/07/31
TRC
Product number
T889558
Product name
1-(Tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Packaging
50mg
Price
$55
Updated
2021/12/16
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1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester Chemical Properties,Usage,Production

Uses

[1-(Tetrahydropyran-2-yl)-1H-pyrazol-5-yl]boronic Acid Pinacol Ester can be used for a pharmaceutical drug to treat constipation due to having an excellent sodium ion/hydrogen ion exchanger 3 inhibitory action.

Synthesis

76-09-5

449758-17-2

903550-26-5

1. 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (14.1.A, 83 mmol) and 100 mL of anhydrous THF were added to a 500 mL triple-necked flask and dissolved with stirring. 2. The reaction system was cooled to -78 °C (dry ice/acetone bath) and n-butyllithium (1.6 M hexane solution, 52 mL, 83 mmol) was slowly added dropwise, keeping the temperature below -70 °C. The reaction system was cooled to -78 °C (dry ice/acetone bath). 3. After the dropwise addition, the reaction was continued with stirring at -78 °C for 5 min, followed by the addition of pinacolborane (9.8 g, 83 mmol). 4. 4. After keeping the reaction at a low temperature for 5 minutes, slowly add triisopropyl borate (19 g, 103 mmol) dropwise. 5. 5. Control the rate of temperature increase and bring the reaction system to room temperature over 90 minutes. 6. 6. The reaction was continued with stirring for 16 hours at room temperature (TLC to monitor the progress of the reaction). 7. Upon completion of the reaction, the reaction was quenched to pH 7-8 with saturated aqueous NH4Cl. 8. Extracted with ethyl acetate (3 x 50 mL), the organic phases were combined and dried over anhydrous Na2SO4. 9. After concentration under pressure, purification by silica gel column chromatography (eluent: petroleum ether/ethyl acetate gradient elution) afforded the white solid product 1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (14.1.B, 7.2 g, 38% yield).

References

[1] Tetrahedron Letters, 2006, vol. 47, # 27, p. 4665 - 4669
[2] Tetrahedron Letters, 2007, vol. 48, # 23, p. 4123 - 4126
[3] Patent: WO2010/93849, 2010, A2. Location in patent: Page/Page column 63

1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester Suppliers

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View Lastest Price from 1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
1-(Tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester 903550-26-5
Price
US $3.00-9.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-07-05
Zhuozhou Wenxi import and Export Co., Ltd
Product
1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester 903550-26-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester 903550-26-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

903550-26-5, 1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol esterRelated Search:

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