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10010-93-2 Usage

Chemical Properties

White to orange solid

Uses

3-Methyl-5-(trifluoromethyl)pyrazole is a reagent used in the preparation of (fluoromethyl)pyrazole via microwave-assisted Stille coupling.

General Description

3-Methyl-5-(trifluoromethyl)pyrazole is a pyrazole derivative. It has been reported to be synthesized from 3-methyl-5-trifluoromethyl-1H-pyrazole.

Check Digit Verification of cas no

The CAS Registry Mumber 10010-93-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,0,1 and 0 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 10010-93:
(7*1)+(6*0)+(5*0)+(4*1)+(3*0)+(2*9)+(1*3)=32
32 % 10 = 2
So 10010-93-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H5F3N2/c1-3-2-4(10-9-3)5(6,7)8/h2H,1H3,(H,9,10)

10010-93-2 Well-known Company Product Price

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  • TCI America

  • (M2032)  3-Methyl-5-(trifluoromethyl)pyrazole  >98.0%(GC)

  • 10010-93-2

  • 1g

  • 350.00CNY

  • Detail
  • TCI America

  • (M2032)  3-Methyl-5-(trifluoromethyl)pyrazole  >98.0%(GC)

  • 10010-93-2

  • 5g

  • 990.00CNY

  • Detail
  • Alfa Aesar

  • (H64308)  5-Methyl-3-trifluoromethyl-1H-pyrazole, 98%   

  • 10010-93-2

  • 250mg

  • 196.0CNY

  • Detail
  • Alfa Aesar

  • (H64308)  5-Methyl-3-trifluoromethyl-1H-pyrazole, 98%   

  • 10010-93-2

  • 1g

  • 588.0CNY

  • Detail
  • Alfa Aesar

  • (H64308)  5-Methyl-3-trifluoromethyl-1H-pyrazole, 98%   

  • 10010-93-2

  • 5g

  • 2352.0CNY

  • Detail
  • Aldrich

  • (424153)  3-Methyl-5-(trifluoromethyl)pyrazole  99%

  • 10010-93-2

  • 424153-5G

  • 1,676.61CNY

  • Detail

10010-93-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-METHYL-5-(TRIFLUOROMETHYL)PYRAZOLE

1.2 Other means of identification

Product number -
Other names 5(3)-(trifluoromethyl)-3(5)-methylpyrazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10010-93-2 SDS

10010-93-2Synthetic route

1,1,1-Trifluoro-2,4-pentanedione
367-57-7

1,1,1-Trifluoro-2,4-pentanedione

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions
ConditionsYield
With hydrazine In methanol at 0 - 20℃; for 16h;95%
Stage #1: 1,1,1-Trifluoro-2,4-pentanedione With hydrazine hydrate In chloroform for 1h; Reflux;
Stage #2: With phosphorus pentoxide In chloroform for 3h; Reflux;
90%
With hydrazine hydrate In ethanol at 0℃; for 6h; Reflux; Inert atmosphere;82%
1-(1-pyrrolidinomethyl)-3-trifluoromethylpyrazole
155635-51-1

1-(1-pyrrolidinomethyl)-3-trifluoromethylpyrazole

methyl iodide
74-88-4

methyl iodide

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions
ConditionsYield
With n-butyllithium 1.) THF, -70 deg C, 2 h, 2.) THF, from -70 deg C to r.t.; Yield given. Multistep reaction;
1,1,1-Trifluoro-2,4-pentanedione
367-57-7

1,1,1-Trifluoro-2,4-pentanedione

A

3-methyl-5-(trifluoromethyl)pyrazole
10010-93-2

3-methyl-5-(trifluoromethyl)pyrazole

B

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 1,1,1-Trifluoro-2,4-pentanedione With hydrazine In 1,4-dioxane
Stage #2: In toluene Heating; Further stages.;
(Z)-9-octadecen-1-amine
112-90-3

(Z)-9-octadecen-1-amine

C15H12F9N6P

C15H12F9N6P

A

C54H108N3P

C54H108N3P

B

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

Conditions
ConditionsYield
at 50℃; for 0.0833333h;
5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

4-bromo-5-methyl-3-(trifluoromethyl)-1H-pyrazole
60061-68-9

4-bromo-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
With bromine; sodium acetate; acetic acid at 0 - 20℃; for 21.1667h;100%
With N-Bromosuccinimide In N,N-dimethyl-formamide at 25℃; for 1h;99%
5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

silver(l) oxide
20667-12-3

silver(l) oxide

([3-(CF3),5-(Me)Pz]Ag)3
937255-69-1

([3-(CF3),5-(Me)Pz]Ag)3

Conditions
ConditionsYield
In toluene (N2, dark); refluxing overnight mixt. of pyrazole deriv. and silver oxide in toluene; cooling filtration through celite, evapn., elem. anal.;95%
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

sodium hydrotris(3-trifluoromethyl-5-methyl-1-pyrazolyl)borate

sodium hydrotris(3-trifluoromethyl-5-methyl-1-pyrazolyl)borate

Conditions
ConditionsYield
at 130℃; for 4h;92%
In kerosene byproducts: H2; 5 equiv. of substituted pyrazole, slow heating to 220°C until evolution of stoich. amt. of H2; cooling to 180°C, collection (filtration), washing (petroleum ether), drying (high vac.); elem. anal.;58%
copper(I) oxide

copper(I) oxide

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

[tris(3-trifluoromethyl-5-methylpyrazolate)tricopper(I)]
854763-47-6

[tris(3-trifluoromethyl-5-methylpyrazolate)tricopper(I)]

Conditions
ConditionsYield
With acetonitrile In benzene under N2; CH3CN added to mixt. of Cu2O and pyrazole derivative in benzene, mixt. refluxed for 12 h; cooled, filtered through Celite, filtrate evapd. under vac.; elem. anal.;92%
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

methyl 2-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

methyl 2-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 18h;91%
1-ferrocenylethanol
1277-49-2

1-ferrocenylethanol

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

ferrocenyl(ethyl)-1N-(3-trifluoromethyl-5-methyl)pyrazole
654083-42-8

ferrocenyl(ethyl)-1N-(3-trifluoromethyl-5-methyl)pyrazole

Conditions
ConditionsYield
With tetrafluoroboric acid In dichloromethane; water addn. of aq. HBF4 to a mixt. of iron complex and heterocycle in CH2Cl2, stirring for 5 min; addn. of Et2O, water, ascorbic acid, sepn., washing org. phase with coldwater, evapn. drying over CaCl2;88%
5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

Ethyl 2-bromopropionate
535-11-5, 41978-69-2

Ethyl 2-bromopropionate

C10H13F3N2O2
1007487-64-0

C10H13F3N2O2

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 5h;88%
5-bromo-2-pyridylamine
1072-97-5

5-bromo-2-pyridylamine

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pyridin-2-amine
1415640-68-4

5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pyridin-2-amine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane In 1,4-dioxane at 130℃; Schlenk technique; Inert atmosphere;88%
(S)-1-hydroxyethylferrocene

(S)-1-hydroxyethylferrocene

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(S)-(3-trifluoromethyl-5-methylpyrazolyl)-α-ethylferrrocene

(S)-(3-trifluoromethyl-5-methylpyrazolyl)-α-ethylferrrocene

Conditions
ConditionsYield
With tetrafluoroboric acid In dichloromethane; water at 22 - 25℃; for 0.0833333h; enantiospecific reaction;88%
5-bromo-4-methoxy-1,1,1-trifluoro-pent-3-en-2-one
502926-95-6

5-bromo-4-methoxy-1,1,1-trifluoro-pent-3-en-2-one

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

1-(3-methoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-5-methyl-3-(trifluoromethyl)-1H-pyrazole

1-(3-methoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: 5-bromo-4-methoxy-1,1,1-trifluoro-pent-3-en-2-one In acetonitrile for 2h; Solvent; Reflux;
86%
5-bromo-4-(diethylamino)-1,1,1-trifluoropent-3-en-2-one

5-bromo-4-(diethylamino)-1,1,1-trifluoropent-3-en-2-one

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(E)-4-(diethylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

(E)-4-(diethylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: 5-bromo-4-(diethylamino)-1,1,1-trifluoropent-3-en-2-one In acetonitrile for 5h; Reflux;
85%
5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

2-bromobutyric acid ethyl ester
533-68-6

2-bromobutyric acid ethyl ester

C11H15F3N2O2

C11H15F3N2O2

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide at 60℃; for 5h;84%
(2S,4R)-4-(4-fluoro-2-trifluoromethylbenzenesulfonyl)-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide
1252637-02-7

(2S,4R)-4-(4-fluoro-2-trifluoromethylbenzenesulfonyl)-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(2S,4R)-4-[4-(5-methyl-3-trifluoromethylpyrazol-1-yl)-2-trifluoromethylbenzenesulfonyl]-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

(2S,4R)-4-[4-(5-methyl-3-trifluoromethylpyrazol-1-yl)-2-trifluoromethylbenzenesulfonyl]-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl acetamide at 22℃; for 72h;84%
2-chloro-1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)ethanone
1018324-03-2

2-chloro-1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)ethanone

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)-2-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)ethanone
1018325-07-9

1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)-2-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)ethanone

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 12h;81%
3-bromo-1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one
1613396-19-2

3-bromo-1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]pyrrolidin-2-one
1613395-15-5

1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[5-methyl-3-(trifluoromethyl)pyrazol-1-yl]pyrrolidin-2-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h;80%
C8H10BrF3O2

C8H10BrF3O2

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

5-methyl-1-(3-propoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-3-(trifluoromethyl)-1H-pyrazole

5-methyl-1-(3-propoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-3-(trifluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: C8H10BrF3O2 In acetonitrile for 2h; Reflux;
80%
6-bromopyridine-3-amine
13534-97-9

6-bromopyridine-3-amine

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

6-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]pyridin-3-amine
1006961-49-4

6-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]pyridin-3-amine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide In 1,4-dioxane at 130℃; Inert atmosphere; Schlenk technique;79%
4-oxo-4-phenyl-but-2-ynoic acid ethyl ester
54966-47-1

4-oxo-4-phenyl-but-2-ynoic acid ethyl ester

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-4-oxo-4-phenyl-butyric acid ethyl ester

2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-4-oxo-4-phenyl-butyric acid ethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 16h;78%
5-bromo-1,1,1-trifluoro-4-(pyrrolidin-1-yl)pent-3-en-2-one

5-bromo-1,1,1-trifluoro-4-(pyrrolidin-1-yl)pent-3-en-2-one

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(E)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-4-(pyrrolidin-1-yl)pent-3-en-2-one

(E)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-4-(pyrrolidin-1-yl)pent-3-en-2-one

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: 5-bromo-1,1,1-trifluoro-4-(pyrrolidin-1-yl)pent-3-en-2-one In acetonitrile for 5h; Reflux;
78%
bis[bis(trimethylsilyl)amino]germanium(II)
59863-12-6

bis[bis(trimethylsilyl)amino]germanium(II)

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

[Ge(HC3N2(CF3)CH3)2]2

[Ge(HC3N2(CF3)CH3)2]2

Conditions
ConditionsYield
In hexane (under Ar, Schlenk); soln. of ligand in hexane added dropwise to soln. of Ge-compound in hexane at room temp.; treated with toluene, heated at 60°C, stored for 16 h at -20°C;77%
5-bromo-4-ethoxy-1,1,1-trifluoropent-3-en-2-one
910858-21-8

5-bromo-4-ethoxy-1,1,1-trifluoropent-3-en-2-one

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

1-(3-ethoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-5-methyl-3-(trifluoromethyl)-1H-pyrazole

1-(3-ethoxy-5-(trifluoromethyl)-2,3-dihydrofuran-3-yl)-5-methyl-3-(trifluoromethyl)-1H-pyrazole

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: 5-bromo-4-ethoxy-1,1,1-trifluoropent-3-en-2-one In acetonitrile for 2h; Reflux;
76%
5-bromo-4-(dibutylamino)-1,1,1-trifluoropent-3-en-2-one

5-bromo-4-(dibutylamino)-1,1,1-trifluoropent-3-en-2-one

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(E)-4-(dibutylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

(E)-4-(dibutylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: 5-bromo-4-(dibutylamino)-1,1,1-trifluoropent-3-en-2-one In acetonitrile for 5h; Reflux;
73%
2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

C12H7F3N2
1422280-85-0

C12H7F3N2

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 120℃; for 96h;71%
C10H13BrF3NO

C10H13BrF3NO

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(E)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-4-(piperidin-1-yl)pent-3-en-2-one

(E)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)-4-(piperidin-1-yl)pent-3-en-2-one

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: C10H13BrF3NO In acetonitrile for 5h; Reflux;
71%
[Pt(P(C2H5)3)2(Cl)]2(2+)*2BF4(1-) = [Pt(P(C2H5)3)2(Cl)]2(BF4)2

[Pt(P(C2H5)3)2(Cl)]2(2+)*2BF4(1-) = [Pt(P(C2H5)3)2(Cl)]2(BF4)2

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

cis-chlorobis(triethylphosphine)(3-(trifluoromethyl)-5-methylpyrazole)platinum(II) tetrafluoroborate
84049-91-2

cis-chlorobis(triethylphosphine)(3-(trifluoromethyl)-5-methylpyrazole)platinum(II) tetrafluoroborate

Conditions
ConditionsYield
In acetone organic compd. added to Pt complex in acetone, stirred at room temp. for 5 h; evapn., recrystn. (CH2Cl2-pentane);70%
cis-dichlorobis(triethylphosphine)platinum(II)
13965-02-1, 14177-93-6, 15692-07-6

cis-dichlorobis(triethylphosphine)platinum(II)

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

cis-Pt(PEt3)2(NCMeCHC(CF3)N)2
84049-92-3

cis-Pt(PEt3)2(NCMeCHC(CF3)N)2

Conditions
ConditionsYield
With KOH In methanol KOH added to soln. of Pt complex and organci compd. in MeOH, stirred for 1 h; extn. (CH2Cl2), filtration, evapn., addition of pentane, cooling;70%
C6H7BrF3NO

C6H7BrF3NO

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

(E)-4-(dimethylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

(E)-4-(dimethylamino)-1,1,1-trifluoro-5-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)pent-3-en-2-one

Conditions
ConditionsYield
Stage #1: 5-methyl-3-trifluoromethyl-1H-pyrazole With potassium carbonate In acetonitrile at 20℃; for 0.333333h;
Stage #2: C6H7BrF3NO In acetonitrile for 5h; Reflux;
70%
ethyl 4-hydroxy-4-(4-methoxyphenyl)but-2-ynoate

ethyl 4-hydroxy-4-(4-methoxyphenyl)but-2-ynoate

5-methyl-3-trifluoromethyl-1H-pyrazole
10010-93-2

5-methyl-3-trifluoromethyl-1H-pyrazole

4-(4-methoxy-phenyl)-2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-4-oxo-butyric acid ethyl ester

4-(4-methoxy-phenyl)-2-(5-methyl-3-trifluoromethyl-pyrazol-1-yl)-4-oxo-butyric acid ethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 16h;68%

10010-93-2Relevant articles and documents

Palladium catalyzed addition of arylboronic acid or indole to nitriles: Synthesis of aryl ketones

Das, Tuluma,Chakraborty, Amarnath,Sarkar, Amitabha

, p. 7198 - 7202 (2014)

Aryl ketones can be synthesized conveniently by a palladium catalyzed addition of arylboronic acid to nitriles in aqueous triflic acid. This catalytic system was extended to the addition of unprotected indoles to nitriles under a slightly modified condition to produce 3-acyl indoles in good yields.

3-Substituted pyrazoles and 4-substituted triazoles as inhibitors of human 15-lipoxygenase-1

Pelcman, Benjamin,Sanin, Andrei,Nilsson, Peter,No, Kiyo,Schaal, Wesley,?hrman, Sara,Krog-Jensen, Christian,Forsell, Pontus,Hallberg, Anders,Larhed, Mats,Boesen, Thomas,Kromann, Hasse,Vogensen, Stine Byskov,Groth, Thomas,Claesson, Hans-Erik

, p. 3024 - 3029 (2015)

Investigation of 1N-substituted pyrazole-3-carboxanilides as 15-lipoxygenase-1 (15-LOX-1) inhibitors demonstrated that the 1N-substituent was not essential for activity or selectivity. Additional halogen substituents on the pyrazole ring, however, increased activity. Further development led to triazole-4-carboxanilides and 2-(3-pyrazolyl) benzoxazoles, which are potent and selective 15-LOX-1 inhibitors.

Versatile Tri(pyrazolyl)phosphanes as Phosphorus Precursors for the Synthesis of Highly Emitting InP/ZnS Quantum Dots

Panzer, René,Guhrenz, Chris,Haubold, Danny,Hübner, René,Gaponik, Nikolai,Eychmüller, Alexander,Weigand, Jan J.

, p. 14737 - 14742 (2017)

Tri(pyrazolyl)phosphanes (5R1,R2) are utilized as an alternative, cheap and low-toxic phosphorus source for the convenient synthesis of InP/ZnS quantum dots (QDs). From these precursors, remarkably long-term stable stock solutions (>6 months) of P(OLA)3 (OLAH=oleylamine) are generated from which the respective pyrazoles are conveniently recovered. P(OLA)3 acts simultaneously as phosphorus source and reducing agent in the synthesis of highly emitting InP/ZnS core/shell QDs. These QDs are characterized by a spectral range between 530–620 nm and photoluminescence quantum yields (PL QYs) between 51–62 %. A proof-of-concept white light-emitting diode (LED) applying the InP/ZnS QDs as a color-conversion layer was built to demonstrate their applicability and processibility.

New efficient synthetic routes to trifluoromethyl substituted pyrazoles and corresponding β-diketones

Grünebaum, Mariano,Buchheit, Annika,Günther, Christina,Wiemh?fer, Hans-D.

, p. 1555 - 1559 (2016)

An improved and more efficient synthesis procedure for trifluoromethyl substituted pyrazoles, namely 3,5-bis(trifluoromethyl)-1H-pyrazole (1a), 5-(pentafluoroethyl)-3-(trifluoromethyl)-1H-pyrazole (1b), 5-(heptafluoropropyl)-3-(trifluoromethyl)-1H-pyrazol

An efficient synthesis of 1-cyanoacetyl-5-halomethyl-4,5-dihydro-1H- pyrazoles in ionic liquid

Moreira, Dayse N.,Frizzo, Clarissa P.,Longhi, Kelvis,Zanatta, Nilo,Bonacorso, Helio G.,Martins, Marcos A. P.

, p. 1049 - 1054 (2008)

The synthesis of eleven 1-cyanoacetyl-5-hydroxy-5-halomethyl-4,5-dihydro- 1H-pyrazoles from the reaction of 4-alkoxy-3-alken-2-ones f(R 3C(O)C(R2) = C(R1)OR, where R 3 = CF3, CCl3, CHClsub

-

Nishiwaki

, p. 885,887 (1967)

-

Discovery and SAR Evolution of Pyrazole Azabicyclo[3.2.1]octane Sulfonamides as a Novel Class of Non-CovalentN-Acylethanolamine-Hydrolyzing Acid Amidase (NAAA) Inhibitors for Oral Administration

Armirotti, Andrea,Bandiera, Tiziano,Berti, Francesco,Bertorelli, Rosalia,Bertozzi, Fabio,Bertozzi, Sine Mandrup,Bottegoni, Giovanni,Carbone, Anna,Di Fruscia, Paolo,Fiasella, Annalisa,Giacomina, Francesca,Mengatto, Luisa,Nuzzi, Andrea,Ortega, Jose Antonio,Pagliuca, Chiara,Penna, Ilaria,Pizzirani, Daniela,Ponzano, Stefano,Reggiani, Angelo,Romeo, Elisa,Russo, Debora,Summa, Maria,Tarozzo, Glauco,Giampà, Roberta

, p. 13327 - 13355 (2021/09/20)

Inhibition of intracellularN-acylethanolamine-hydrolyzing acid amidase (NAAA) activity is a promising approach to manage the inflammatory response under disabling conditions. In fact, NAAA inhibition preserves endogenous palmitoylethanolamide (PEA) from degradation, thus increasing and prolonging its anti-inflammatory and analgesic efficacy at the inflamed site. In the present work, we report the identification of a potent, systemically available, novel class of NAAA inhibitors, featuring a pyrazole azabicyclo[3.2.1]octane structural core. After an initial screening campaign, a careful structure-activity relationship study led to the discovery ofendo-ethoxymethyl-pyrazinyloxy-8-azabicyclo[3.2.1]octane-pyrazole sulfonamide50(ARN19689), which was found to inhibit human NAAA in the low nanomolar range (IC50= 0.042 μM) with a non-covalent mechanism of action. In light of its favorable biochemical, in vitro and in vivo drug-like profile, sulfonamide50could be regarded as a promising pharmacological tool to be further investigated in the field of inflammatory conditions.

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