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2251-65-2

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2251-65-2 Usage

Chemical Properties

clear light yellow liquid

Uses

3-(Trifluoromethyl)benzoyl chloride has been used in the preparation of intermediates, required for synthesis of C-2 and C-3 substituted pyrazolo[1,5-a]pyrimidines.

Check Digit Verification of cas no

The CAS Registry Mumber 2251-65-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,5 and 1 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 2251-65:
(6*2)+(5*2)+(4*5)+(3*1)+(2*6)+(1*5)=62
62 % 10 = 2
So 2251-65-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H5F3N4/c9-8(10,11)6-3-1-5(2-4-6)7-12-14-15-13-7/h1-4H,(H,12,13,14,15)

2251-65-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A14493)  3-(Trifluoromethyl)benzoyl chloride, 97%   

  • 2251-65-2

  • 5g

  • 595.0CNY

  • Detail
  • Alfa Aesar

  • (A14493)  3-(Trifluoromethyl)benzoyl chloride, 97%   

  • 2251-65-2

  • 25g

  • 1020.0CNY

  • Detail
  • Alfa Aesar

  • (A14493)  3-(Trifluoromethyl)benzoyl chloride, 97%   

  • 2251-65-2

  • 100g

  • 3421.0CNY

  • Detail
  • Aldrich

  • (250279)  3-(Trifluoromethyl)benzoylchloride  98%

  • 2251-65-2

  • 250279-5ML

  • 830.70CNY

  • Detail
  • Aldrich

  • (250279)  3-(Trifluoromethyl)benzoylchloride  98%

  • 2251-65-2

  • 250279-25ML

  • 3,484.26CNY

  • Detail

2251-65-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(Trifluoromethyl)benzoyl chloride

1.2 Other means of identification

Product number -
Other names m-Trifluiromethylbenzoyl chloride

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:2251-65-2 SDS

2251-65-2Synthetic route

3-(trifluoromethyl)benzoic acid
454-92-2

3-(trifluoromethyl)benzoic acid

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
Stage #1: 3-(trifluoromethyl)benzoic acid With N,N-dimethyl-formamide In dichloromethane at 0℃; for 0.0833333h;
Stage #2: With oxalyl dichloride In dichloromethane at 20℃; for 12h;
100%
With thionyl chloride
With thionyl chloride
3'-(trifluoromethyl)acetophenone
349-76-8

3'-(trifluoromethyl)acetophenone

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
Stage #1: 3'-(trifluoromethyl)acetophenone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.5h;
87%
With pyridine; disulfur dichloride at 137℃; for 20h;76 %Spectr.
3-(trifluoromethyl)phenylmagnesium bromide
402-26-6

3-(trifluoromethyl)phenylmagnesium bromide

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: carbon dioxide
2: thionyl chloride
View Scheme
3-trifluoromethylbenzoic acid methyl ester
2557-13-3

3-trifluoromethylbenzoic acid methyl ester

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / methanol / 20 °C
1.2: pH 2
2.1: thionyl chloride / dichloromethane / 2 h / 40 °C
View Scheme
2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline
3416-93-1

2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

3-(trifluoromethyl)benzoic acid
454-92-2

3-(trifluoromethyl)benzoic acid

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide
3-Trifluoromethylbenzaldehyde
454-89-7

3-Trifluoromethylbenzaldehyde

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
With tert.-butylhydroperoxide; N-chloro-succinimide; tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 24h; Sealed tube; Irradiation;
m-trifluoromethylphenyl iodide
401-81-0

m-trifluoromethylphenyl iodide

aroyl chloride

aroyl chloride

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;
oxalyl dichloride
79-37-8

oxalyl dichloride

3-(trifluoromethyl)benzoic acid
454-92-2

3-(trifluoromethyl)benzoic acid

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 1h;
N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-methoxy-N-methyl-3-trifluoromethylbenzamide
116332-62-8

N-methoxy-N-methyl-3-trifluoromethylbenzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 0.5h;100%
With triethylamine In dichloromethane at 5℃; for 0.5h;98%
With sodium hydroxide In water at -20℃; pH=7.5 - 8; Temperature; Reagent/catalyst; Solvent;90%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

[(R)-4-Benzenesulfonyl-4-((R)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

[(R)-4-Benzenesulfonyl-4-((R)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

(1R*,4S*,1'R*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

(1R*,4S*,1'R*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 19h;100%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

[(R)-4-Benzenesulfonyl-4-((S)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

[(R)-4-Benzenesulfonyl-4-((S)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

(1R*,4S*,1'S*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

(1R*,4S*,1'S*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 19h;100%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

[(S)-4-Benzenesulfonyl-4-((R)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

[(S)-4-Benzenesulfonyl-4-((R)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

(1S*,4S*,1'R*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

(1S*,4S*,1'R*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 19h;100%
4-Chloro-3-nitroaniline
635-22-3

4-Chloro-3-nitroaniline

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-(4-chloro-3-nitrophenyl)-3-(trifluoromethyl)benzamide
1001341-80-5

N-(4-chloro-3-nitrophenyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 6h;100%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

(piperidin-4-yl)carbamic acid tert-butyl ester
73874-95-0

(piperidin-4-yl)carbamic acid tert-butyl ester

C18H23F3N2O3
672324-63-9

C18H23F3N2O3

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 25℃; for 3.25h;100%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

4-Methyl-3-nitroanilin
119-32-4

4-Methyl-3-nitroanilin

N-(4-methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide
221876-21-7

N-(4-methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
Stage #1: 3-(Trifluoromethyl)benzoyl chloride; 4-Methyl-3-nitroanilin With triethylamine In dichloromethane at 25℃; for 0.333333h;
Stage #2: With water In dichloromethane for 0.25h;
100%
With triethylamine In dichloromethane at 25℃; for 0.333333h;100%
With triethylamine In dichloromethane at 25℃; for 0.333333h;100%
1-(3-aminophenyl)ethanone
99-03-6

1-(3-aminophenyl)ethanone

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-(3-Acetyl-phenyl)-3-trifluoromethyl-benzamide
440348-37-8

N-(3-Acetyl-phenyl)-3-trifluoromethyl-benzamide

Conditions
ConditionsYield
With pyridine In dichloromethane for 18h;100%
With pyridine In dichloromethane at 0 - 25℃; for 2 - 19h; Product distribution / selectivity;96%
With pyridine at 50℃;
6-(5-amino-2-chloro-phenyl)-2-methylsulfanylpyrido[2,3-d]pyrimidin-7-ylamine
850451-73-9

6-(5-amino-2-chloro-phenyl)-2-methylsulfanylpyrido[2,3-d]pyrimidin-7-ylamine

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-[3-(7-amino-2-methylsulfanyl-pyrido[2,3-d]pyrimidin-6-yl)-4-chloro-phenyl]-3-trifluoromethyl-benzamide
850451-74-0

N-[3-(7-amino-2-methylsulfanyl-pyrido[2,3-d]pyrimidin-6-yl)-4-chloro-phenyl]-3-trifluoromethyl-benzamide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h;100%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

(S)-2,2'-diamino-1,1'-binaphthalene
18531-95-8

(S)-2,2'-diamino-1,1'-binaphthalene

C36H22F6N2O2

C36H22F6N2O2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;100%
3-[6-(2-chloro-pyridin-4-yl)-thieno[2, 3-d]pyrimidin-4-yl]-phenylamine
1147939-11-4

3-[6-(2-chloro-pyridin-4-yl)-thieno[2, 3-d]pyrimidin-4-yl]-phenylamine

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-{3-[6-(2-chloro-pyridin-4-yl)-thieno[2,3-d]pyrimidin-4-yl]-phenyl}-3-trifluoromethyl-benzamide
1147939-12-5

N-{3-[6-(2-chloro-pyridin-4-yl)-thieno[2,3-d]pyrimidin-4-yl]-phenyl}-3-trifluoromethyl-benzamide

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;100%
C46H50N4O10S

C46H50N4O10S

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

C54H53F3N4O11S

C54H53F3N4O11S

Conditions
ConditionsYield
With dmap In pyridine at 0 - 60℃;100%
5-amino-3-bromo-2-methylpyridine
186593-43-1

5-amino-3-bromo-2-methylpyridine

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-(5-bromo-6-methyl-pyridin-3-yl)-3-trifluoromethyl-benzamide

N-(5-bromo-6-methyl-pyridin-3-yl)-3-trifluoromethyl-benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;
3-(4-fluoro-phenyl)-2-(1-methylamino-ethyl)-3H-quinazolin-4-one
330796-26-4

3-(4-fluoro-phenyl)-2-(1-methylamino-ethyl)-3H-quinazolin-4-one

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-{1-[3-(4-fluorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl]ethyl}-N-methyl-3-trifluoromethylbenzamide
330796-29-7

N-{1-[3-(4-fluorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl]ethyl}-N-methyl-3-trifluoromethylbenzamide

Conditions
ConditionsYield
Stage #1: 3-(4-fluoro-phenyl)-2-(1-methylamino-ethyl)-3H-quinazolin-4-one; 3-(Trifluoromethyl)benzoyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;
Stage #2: With dmap In dichloromethane at 20℃; for 12h; Inert atmosphere;
100%
6,7-dimethoxy-1-(((tetrahydro-2H-pyran-4-yl)oxy)methyl)-1,2,3,4-tetrahydroisoquinoline

6,7-dimethoxy-1-(((tetrahydro-2H-pyran-4-yl)oxy)methyl)-1,2,3,4-tetrahydroisoquinoline

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

(6,7-dimethoxy-1-(((tetrahydro-2H-pyran-4-yl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)(3-(trifluoromethyl)phenyl)methanone

(6,7-dimethoxy-1-(((tetrahydro-2H-pyran-4-yl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)(3-(trifluoromethyl)phenyl)methanone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;100%
methyl cis-3-(methylamino)cyclohexane-1-carboxylate

methyl cis-3-(methylamino)cyclohexane-1-carboxylate

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

methyl cis-3-{N-methyl[3-(trifluoromethyl)benzene]amido}cyclohexane-1-carboxylate

methyl cis-3-{N-methyl[3-(trifluoromethyl)benzene]amido}cyclohexane-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h; Inert atmosphere;99.27%
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

(Z)-(3R,14R)-14-Isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienol

(Z)-(3R,14R)-14-Isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienol

3-Trifluoromethyl-benzoic acid (Z)-(3R,14R)-14-isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienyl ester

3-Trifluoromethyl-benzoic acid (Z)-(3R,14R)-14-isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 23℃; for 1.5h;99%
With pyridine In dichloromethane at 23℃; for 24h;65%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

[(S)-4-Benzenesulfonyl-4-((S)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

[(S)-4-Benzenesulfonyl-4-((S)-1-hydroxy-pentyl)-cyclopent-2-enyl]-acetic acid methyl ester

(1S*,4S*,1'S*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

(1S*,4S*,1'S*)-1-[4-(methoxycarbonylmethyl)-1-(phenylsulfonyl)-cyclopent-2-enyl]pentyl 3-trifluoromethylbenzoate

Conditions
ConditionsYield
With dmap In pyridine at 20℃; for 19h;99%
4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine
882670-69-1

4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-trifluoromethyl-benzamide
876322-58-6

N-[4-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-trifluoromethyl-benzamide

Conditions
ConditionsYield
In tetrahydrofuran for 2.5h;99%
In tetrahydrofuran at 0 - 20℃; for 3h;96%
In tetrahydrofuran at 0 - 20℃; for 3h;93%
propylamine
107-10-8

propylamine

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-propyl-3-(trifluoromethyl)benzamide
53743-25-2

N-propyl-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;99%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

methyl 2,3-dihydro-1H-pyrrolo[1,2-a]-pyrrole-1-carboxylate
76786-65-7

methyl 2,3-dihydro-1H-pyrrolo[1,2-a]-pyrrole-1-carboxylate

5-(3-Trifluoromethyl-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid methyl ester
96327-11-6

5-(3-Trifluoromethyl-benzoyl)-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid methyl ester

Conditions
ConditionsYield
In toluene for 41h; Heating;98%
5,6-di-O-isopropylidene-D-glucono-1,4-lactone
100227-29-0

5,6-di-O-isopropylidene-D-glucono-1,4-lactone

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

5,6-di-O-isopropylidene-2,3-di-O-[3-(trifluoromethyl)benzoyl]-D-glucono-1,4-lactone
905708-57-8

5,6-di-O-isopropylidene-2,3-di-O-[3-(trifluoromethyl)benzoyl]-D-glucono-1,4-lactone

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 3.5h;98%
tert-butyl {3-[7-(3-aminophenyl)pyrazolo[1,5-a]pyrimidin-4(5H)-yl]-3-oxopropyl}carbamate
950195-21-8

tert-butyl {3-[7-(3-aminophenyl)pyrazolo[1,5-a]pyrimidin-4(5H)-yl]-3-oxopropyl}carbamate

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

tert-butyl {3-oxo-3-[7-(3-{[3-(trifluoromethyl)benzoyl]amino}phenyl)pyrazolo[1,5-a]pyrimidin-4(5H)-yl]propyl}carbamate

tert-butyl {3-oxo-3-[7-(3-{[3-(trifluoromethyl)benzoyl]amino}phenyl)pyrazolo[1,5-a]pyrimidin-4(5H)-yl]propyl}carbamate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;98%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

3-nitro-aniline
99-09-2

3-nitro-aniline

N-(3-nitrophenyl)-3-(trifluoromethyl)benzamide
326903-68-8

N-(3-nitrophenyl)-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;98%
With triethylamine In dichloromethane at 0 - 20℃; for 2h;69%
With triethylamine In dichloromethane at 25℃; for 15h; Inert atmosphere; Schlenk technique;54%
3-(imidazo[1,2-b]pyridazin-6-yloxy)aniline
1005781-45-2

3-(imidazo[1,2-b]pyridazin-6-yloxy)aniline

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

N-[3-(imidazo[1,2-b]pyridazin-6-yloxy)phenyl]-3-(trifluoromethyl)benzamide
1005781-62-3

N-[3-(imidazo[1,2-b]pyridazin-6-yloxy)phenyl]-3-(trifluoromethyl)benzamide

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one98%
In 1-methyl-pyrrolidin-2-one at 20℃;98%
2-methoxy-ethanol
109-86-4

2-methoxy-ethanol

potassium thioacyanate
333-20-0

potassium thioacyanate

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

O-(2-methoxyethyl)(3-(trifluoromethyl)benzoyl)carbamothioate

O-(2-methoxyethyl)(3-(trifluoromethyl)benzoyl)carbamothioate

Conditions
ConditionsYield
Stage #1: potassium thioacyanate; 3-(Trifluoromethyl)benzoyl chloride In acetone at 55℃; for 1h; Inert atmosphere;
Stage #2: 2-methoxy-ethanol In acetone at 55℃; for 12h;
98%
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

hex-5-en-1-yl 3-(trifluoromethyl)benzoate

hex-5-en-1-yl 3-(trifluoromethyl)benzoate

Conditions
ConditionsYield
With pyridine; dmap In dichloromethane at 0 - 20℃; for 2h;98%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

1,3,5-tri-O-benzoyl-α-D-ribofuranoside
22224-41-5

1,3,5-tri-O-benzoyl-α-D-ribofuranoside

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose
145828-13-3

α-D-1,3,5-tri-O-benzoyl-2-O-[3-(trifluoromethyl)benzoyl]ribofuranose

Conditions
ConditionsYield
With 2,6-dimethylpyridine In dichloromethane97%
With 2,6-dimethylpyridine In dichloromethane at 20℃; for 2.5h; Acylation;97%
With pyridine In dichloromethane for 15h; 0 deg C to RT;89%
With 2,6-dimethylpyridine In dichloromethane at 0 - 20℃; Inert atmosphere;82%
3-(Trifluoromethyl)benzoyl chloride
2251-65-2

3-(Trifluoromethyl)benzoyl chloride

(Z)-(3S,14R)-14-Isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienol

(Z)-(3S,14R)-14-Isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienol

3-Trifluoromethyl-benzoic acid (Z)-(3S,14R)-14-isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienyl ester

3-Trifluoromethyl-benzoic acid (Z)-(3S,14R)-14-isopropyl-3,7,11-trimethyl-cyclotetradeca-5,6,10-trienyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 23℃; for 36h;97%
With pyridine In dichloromethane at 23℃; for 7h;82%

2251-65-2Relevant articles and documents

Inhibitors of ribosome rescue arrest growth of francisella tularensis at all stages of intracellular replication

Goralski, Tyler D. P.,Dewan, Kalyan K.,Alumasa, John N.,Avanzato, Victoria,Place, David E.,Markley, Rachel L.,Katkere, Bhuvana,Rabadi, Seham M.,Bakshi, Chandra Shekhar,Keiler, Kenneth C.,Kirimanjeswara, Girish S.

, p. 3276 - 3282 (2016)

Bacteria require at least one pathway to rescue ribosomes stalled at the ends of mRNAs. The primary pathway for ribosome rescue is trans-translation, which is conserved in >99% of sequenced bacterial genomes. Some species also have backup systems, such as ArfA or ArfB, which can rescue ribosomes in the absence of sufficient trans-translation activity. Small-molecule inhibitors of ribosome rescue have broad-spectrum antimicrobial activity against bacteria grown in liquid culture. These compounds were tested against the tier 1 select agent Francisella tularensis to determine if they can limit bacterial proliferation during infection of eukaryotic cells. The inhibitors KKL-10 and KKL-40 exhibited exceptional antimicrobial activity against both attenuated and fully virulent strains of F. tularensis in vitro and during ex vivo infection. Addition of KKL-10 or KKL-40 to macrophages or liver cells at any time after infection by F. tularensis prevented further bacterial proliferation. When macrophages were stimulated with the proinflammatory cytokine gamma interferon before being infected by F. tularensis, addition of KKL-10 or KKL-40 reduced intracellular bacteria by >99%, indicating that the combination of cytokine-induced stress and a nonfunctional ribosome rescue pathway is fatal to F. tularensis. Neither KKL-10 nor KKL-40 was cytotoxic to eukaryotic cells in culture. These results demonstrate that ribosome rescue is required for F. tularensis growth at all stages of its infection cycle and suggest that KKL-10 and KKL-40 are good lead compounds for antibiotic development.

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul

supporting information, p. 5022 - 5037 (2021/05/04)

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Ni-Catalyzed C(sp2)-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as structurally diverse alkyl sources

Kano, Taichi,Maruoka, Keiji,Matsumoto, Akira,Sakurai, Shunya,Tsuzuki, Saori

supporting information, p. 7942 - 7945 (2021/08/17)

A Ni-catalyzed direct C-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as alkyl-radical precursors is described. The reaction forms a new C(sp3)-C(sp2) bondviathe selective cleavage of both C(sp3)-C(sp3) and C(sp2)-H bonds. This transformation shows a high functional-group tolerance and, due to the structural diversity of alkylsilyl peroxides, a wide range of alkyl chains including functional groups and complex structures can be introduced at theortho-position of readily availableN-quinolylbenzamide derivatives. Mechanistic studies suggest that the reaction involves a radical mechanism.

Copper-mediated C–H thiolation of (hetero)arenes using weakly coordinating directing group

Wu, Peng,Cheng, Tai-Jin,Lin, Hai-Xia,Xu, Hui,Dai, Hui-Xiong

supporting information, (2020/06/17)

We have developed a copper-mediated C–H thiolation of (hetero)arenes by using monodentate amide as weakly coordinating directing group. This protocol features excellent functional group tolerance and shows satisfactory compatibility with various heterocycles, such as indole, pyrrole, imidazole, pyridine, thiophene and quinoline. The robust nature of this protocol renders that it has potential value in the synthetic application.

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