CAS No.940895-85-2,6-(trifluoroMethoxy)nicotinic acid Suppliers

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Basic Information

Molecular Structure:
CAS No.:	940895-85-2
Name:	6-(trifluoroMethoxy)nicotinic acid
Article Data:	4

Formula:	C7H4F3NO3
Molecular Weight:	207.109
Synonyms:	6-(trifluoromethoxy)nicotinic acid;
Density:	1.527±0.06 g/cm3(Predicted)
Melting Point:	118-121 °C(Solv: dichloromethane (75-09-2))
Boiling Point:	232.6±35.0 °C(Predicted)
PSA:	59.42000
LogP:	1.67840

Synthetic route

: 1221172-04-8
2-chloro-6-(trifluoromethoxy)nicotinic acid

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
With ammonium formate; palladium 10% on activated carbon In methanol at 55℃; for 16h;	81%
With palladium 10% on activated carbon; ammonium formate In methanol at 55℃; for 16h;	81%
With palladium 10% on activated carbon; ammonium formate In methanol at 20 - 25℃; for 16h;	76%
With ammonium formate; palladium on activated charcoal In methanol at 60℃; for 17h;

: 16879-02-0
6-chloro-2-hydroxypyridine

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: sodium hydroxide / chloroform / 2.5 h / 0 °C 1.2: 26 h / 20 °C 2.1: antimonypentachloride; antimony(III) fluoride / 3.33 h / 120 °C / Inert atmosphere 3.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 3.2: 1 h / 20 °C 4.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 4.3: pH 5 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C 6.1: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: sodium hydroxide / chloroform / 2.5 h / 0 °C
1.2: 26 h / 20 °C
2.1: antimonypentachloride; antimony(III) fluoride / 3.33 h / 120 °C / Inert atmosphere
3.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C
3.2: 1 h / 20 °C
4.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
4.3: pH 5
5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C
6.1: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C
View Scheme

: 1221172-02-6
2-chloro-6-(trifluoromethoxy)-5-(trimethylsilyl)pyridine

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 1.3: pH 5 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C 3.1: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / hexane; tetrahydrofuran / 2 h / -78 °C 1.3: 20 h / 25 °C 2.1: palladium 10% on activated carbon; ammonium formate / methanol / 16 h / 20 - 25 °C View Scheme

: 1384878-23-2
2-chloro-6-(trifluoromethoxy)-5-(trimethylsilyl)nicotinic acid

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C 2: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C View Scheme

: 1221171-70-5
2-chloro-6-(trifluoromethoxy)pyridine

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 1.2: 1 h / 20 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 2.3: pH 5 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C 4.1: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C 1.2: 25 °C 2.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / hexane; tetrahydrofuran / 2 h / -78 °C 2.3: 20 h / 25 °C 3.1: palladium 10% on activated carbon; ammonium formate / methanol / 16 h / 20 - 25 °C View Scheme

: 1221171-69-2
2-chloro-6-(trichloromethoxy)pyridine

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: antimonypentachloride; antimony(III) fluoride / 3.33 h / 120 °C / Inert atmosphere 2.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C 2.2: 1 h / 20 °C 3.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere 3.3: pH 5 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C 5.1: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C View Scheme
Multi-step reaction with 4 steps 1.1: antimony(III) fluoride; antimonypentachloride / 3 h / 120 - 140 °C 2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C 2.2: 25 °C 3.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / hexane; tetrahydrofuran / 2 h / -78 °C 3.3: 20 h / 25 °C 4.1: palladium 10% on activated carbon; ammonium formate / methanol / 16 h / 20 - 25 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: antimonypentachloride; antimony(III) fluoride / 3.33 h / 120 °C / Inert atmosphere
2.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 2.5 h / -78 °C
2.2: 1 h / 20 °C
3.1: n-butyllithium / hexane; tetrahydrofuran / 2 h / -78 °C / Inert atmosphere
3.3: pH 5
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C
5.1: ammonium formate / palladium on activated charcoal / methanol / 17 h / 60 °C
View Scheme

Multi-step reaction with 4 steps
1.1: antimony(III) fluoride; antimonypentachloride / 3 h / 120 - 140 °C
2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C
2.2: 25 °C
3.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / hexane; tetrahydrofuran / 2 h / -78 °C
3.3: 20 h / 25 °C
4.1: palladium 10% on activated carbon; ammonium formate / methanol / 16 h / 20 - 25 °C
View Scheme

: 16879-02-0
6-chloro-2-pyridone

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydroxide / dichloromethane; water / 2 h / 0 °C 1.2: 26 h / 25 °C 2.1: antimony(III) fluoride; antimonypentachloride / 3 h / 120 - 140 °C 3.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C 3.2: 25 °C 4.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / hexane; tetrahydrofuran / 2 h / -78 °C 4.3: 20 h / 25 °C 5.1: palladium 10% on activated carbon; ammonium formate / methanol / 16 h / 20 - 25 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: sodium hydroxide / dichloromethane; water / 2 h / 0 °C
1.2: 26 h / 25 °C
2.1: antimony(III) fluoride; antimonypentachloride / 3 h / 120 - 140 °C
3.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 2 h / -78 °C
3.2: 25 °C
4.1: n-butyllithium; 2,2,6,6-tetramethyl-piperidine / hexane; tetrahydrofuran / 2 h / -78 °C
4.3: 20 h / 25 °C
5.1: palladium 10% on activated carbon; ammonium formate / methanol / 16 h / 20 - 25 °C
View Scheme

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1384878-24-3
N-methoxy-N-methyl-6-(trifluoromethoxy)nicotinamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 16h;	90%

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

: (6-(trifluoromethoxy)pyridin-3-yl)methanol

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 0 - 20℃;	70%

: 916730-87-5
6,7-dimethoxy-4-(piperidin-4-yl)quinazoline

: 940895-85-2
6-(trifluoromethoxy)nicotinic acid

: [4-(6,7-dimethoxyquinazolin-4-yl)piperidin-1-yl]-[6-(trifluoromethoxy)pyridin-3-yl]methanone

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	31%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	31%