Home Cart Sign in  

[ CAS No. 88054-14-2 ] 5-Methyl-1H-pyrazole

Cat. No.: A153930
Chemical Structure| 88054-14-2
Chemical Structure| 88054-14-2
Structure of 88054-14-2 * Storage: Inert atmosphere,2-8°C
Purity Size Price USA Stock *0-1 Day Global Stock *5-7 Days Quantity
98% 5g $6.00 Inquiry Inquiry
98% 25g $22.00 Inquiry Inquiry
98% 100g $80.00 Inquiry Inquiry
98% 500g $396.00 Inquiry Inquiry

Quality Control of [ 88054-14-2 ]

Related Doc. of [ 88054-14-2 ]

Alternatived Products of [ 88054-14-2 ]
Product Citations

Product Details of [ 88054-14-2 ]

CAS No. :88054-14-2 MDL No. :MFCD08685900
Formula : C4H6N2 Boiling Point : No data available
Linear Structure Formula :- InChI Key :XKVUYEYANWFIJX-UHFFFAOYSA-N
M.W : 82.10 Pubchem ID :15073
Synonyms :

Calculated chemistry of [ 88054-14-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 6
Num. arom. heavy atoms : 5
Fraction Csp3 : 0.25
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 23.55
TPSA : 28.68 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.36 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.8
Log Po/w (XLOGP3) : 0.62
Log Po/w (WLOGP) : 0.72
Log Po/w (MLOGP) : -0.06
Log Po/w (SILICOS-IT) : 1.56
Consensus Log Po/w : 0.73

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.36
Solubility : 3.61 mg/ml ; 0.044 mol/l
Class : Very soluble
Log S (Ali) : -0.8
Solubility : 13.1 mg/ml ; 0.16 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.51
Solubility : 2.55 mg/ml ; 0.0311 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.0

Safety of [ 88054-14-2 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 88054-14-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 88054-14-2 ]

[ 88054-14-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 85953-29-3 ]
  • [ 88054-14-2 ]
  • [ 220462-02-2 ]
YieldReaction ConditionsOperation in experiment
In N-methyl-acetamide; 3-Methylpyrazole; Step A. 2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester Under anhydrous conditions a stirred suspension of hexane washed potassium hydride (0.424 g, 10.6 mmol) in 5 mL of dimethylformamide was treated in one portion with 3-methyl pyrazole (0.85 mL, 10.6 mmol). After the gas evolution ceased, <strong>[85953-29-3]2-chloro-4-fluorobenzoic acid methyl ester</strong> (2.0 g, 10.6 mmol) was added to the clear solution. The mixture was heated at 130 C. for 15 minutes, cooled, and partitioned between ethyl acetate and brine. The organic layer was washed with water and brine, and dried over sodium sulfate. Removal of solvent afforded 2.2 g of a yellow oil consisting of a mixture of 3-methyl and 5-methylpyrazole regioisomers. In addition, about 20% of the acid derived from hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product. The desired 3-methylpyrazole regioisomer was separated from the 5-methyl isomer of Example 22 by flash chromatography (on silica Merck-60, dichloromethane-hexane 2:1) and was isolated as a white solid (1.55 g, 56%). NMR (DMSO-d6, 400 MHz): delta 2.264 (s, 3H, CCH3), 3.845 (s, 3H, OCH3), 6.40 (d, 1H), 7.865 (dd, 1H), 7.93 (d, 1H), 8.00 (s, 1H), 8.535 (d, 1H). MS (EI, m/z): 250/252 [M]+, 219
In N-methyl-acetamide; 3-Methylpyrazole; Step A. 2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester Under anhydrous conditions a stirred suspension of hexane washed potassium hydride (0.424 g, 10.6 mmol) in 5 mL of dimethylformamide was treated in one portion with 3-methyl pyrazole (0.85 mL, 10.6 mmol). After the gas evolution ceased, <strong>[85953-29-3]2-chloro-4-fluorobenzoic acid methyl ester</strong> (2.0 g, 10.6 mmol) was added to the clear solution. The mixture was heated at 130C for 15 minutes, cooled, and partitioned between ethyl acetate and brine. The organic layer was washed with water and brine, and dried over sodium sulfate. Removal of solvent afforded 2.2 g of a yellow oil consisting of a mixture of 3-methyl and 5-methylpyrazole regioisomers. In addition, about 20% of the acid derived from hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product. The desired 3-methylpyrazole regioisomer was separated from the 5-methyl isomer of Example 16 by flash chromatography (on silica Merck-60, dichloromethane-hexane 2:1) and was isolated as a white solid (1.55 g). NMR (DMSO-d6, 400 MHz): delta 2.26 (s, 3H), 3.84 (s, 3H), 6.40 (d, 1H), 7.86 (dd, 1H), 7.93 (d, 1H), 8.00 (s, 1H), 8.53 (d, 1H). MS (EI, m/z): 250/252 [M]+, 219
In N-methyl-acetamide; 3-Methylpyrazole; Step A. 2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester Under anhydrous conditions a stirred suspension of hexane washed potassium hydride (0.424 g, 10.6 mmol) in 5 mL of dimethylformamide was treated in one portion with 3-methyl pyrazole (0.85 mL, 10.6 mmol). After the gas evolution ceased, <strong>[85953-29-3]2-chloro-4-fluorobenzoic acid methyl ester</strong> (2.0 g, 10.6 mmol) was added to the clear solution. The mixture was heated at 130 C. for 15 minutes, cooled, and partitioned between ethyl acetate and brine. The organic layer was washed with water and brine, and dried over sodium sulfate. Removal of solvent afforded 2.2 g of a yellow oil consisting of a mixture of 3-methyl and 5-methylpyrazole regioisomers. In addition, about 20% of the acid derived from hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product. The desired 3-methylpyrazole regioisomer was separated from the 5-methyl isomer of Example 22 by flash chromatography (on silica Merck-60, dichloromethane-hexane 2:1) and was isolated as a white solid (1.55 g, 56%). NMR (DMSO-d6, 400 MHz): delta 2.264 (s, 3H, CCH3), 3.845 (s, 3H, OCH3), 6.40 (d, 1H), 7.865 (dd, 1H), 7.93 (d, 1H), 8.00 (s, 1H), 8.535 (d, 1H). MS (EI, m/z): 250/252 [M]+, 219.
In N-methyl-acetamide; 3-Methylpyrazole; Step A. 2-Chloro-4-(3-methyl-1H-pyrazol-1-yl)-benzoic acid methyl ester Under anhydrous conditions a stirred suspension of hexane washed potassium hydride (0.424 g, 10.6 mmol) in 5 mL of dimethylformamide was treated in one portion with 3-methyl pyrazole (0.85 mL, 10.6 mmol). After the gas evolution ceased, <strong>[85953-29-3]2-chloro-4-fluorobenzoic acid methyl ester</strong> (2.0 g, 10.6 mmol) was added to the clear solution. The mixture was heated at 130 C. for 15 minutes, cooled, and partitioned between ethyl acetate and brine. The organic layer was washed with water and brine, and dried over sodium sulfate. Removal of solvent afforded 2.2 g of a yellow oil consisting of a mixture of 3-methyl and 5-methylpyrazole regioisomers. In addition, about 20% of the acid derived from hydrolysis of the ester was detected by analysis of the NMR spectrum of the crude product. The desired 3-methylpyrazole regioisomer was separated from the 5-methyl isomer of Example 16 by flash chromatography (on silica Merck-60, dichloromethane-hexane 2:1) and was isolated as a white solid (1.55 g). NMR (DMSO-d6, 400 MHz): delta2.26 (s, 3H), 3.84 (s, 3H), 6.40 (d, 1H), 7.86 (dd, 1H), 7.93 (d, 1H), 8.00 (s, 1H), 8.53 (d, 1H). MS (EI, m/z): 250/252 [M]+, 219

Recommend Products
Same Skeleton Products
Historical Records

Related Parent Nucleus of
[ 88054-14-2 ]

Pyrazoles

Chemical Structure| 67-51-6

[ 67-51-6 ]

3,5-Dimethyl-1H-pyrazole

Similarity: 0.82

Chemical Structure| 694-31-5

[ 694-31-5 ]

1,5-Dimethyl-1H-pyrazole

Similarity: 0.79

Chemical Structure| 31230-17-8

[ 31230-17-8 ]

5-Methyl-1H-pyrazol-3-amine

Similarity: 0.78

Chemical Structure| 57097-81-1

[ 57097-81-1 ]

3-Bromo-5-methyl-1H-pyrazole

Similarity: 0.76

Chemical Structure| 288-13-1

[ 288-13-1 ]

1H-Pyrazole

Similarity: 0.74

; ;