[ CAS No. 87407-12-3 ] {[proInfo.proName]}

Name: 87407-12-3|3-(Trifluoromethyl)picolinic acid|97%
Brand: Ambeed
SKU: A110573
Price: 5.0 USD
Availability: InStock
Rating: 92 (32 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

DV 2D 3D

3d Animation Molecule Structure of 87407-12-3

Structure of 87407-12-3 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

For Research Only 120K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 87407-12-3 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 87407-12-3 ]

SDS Specification

Alternatived Products of [ 87407-12-3 ]

Product Details of [ 87407-12-3 ]

CAS No. :	87407-12-3	MDL No. :	MFCD07375386
Formula :	C₇H₄F₃NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DMWLBOPLZYJGPT-UHFFFAOYSA-N
M.W :	191.11	Pubchem ID :	13233844
Synonyms :

Calculated chemistry of [ 87407-12-3 ] Expand+

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	2
Num. H-bond acceptors :	6.0
Num. H-bond donors :	1.0
Molar Refractivity :	36.2
TPSA :	50.19 Å²

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) :	-6.33 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.9
Log Po/w (XLOGP3) :	1.6
Log Po/w (WLOGP) :	2.95
Log Po/w (MLOGP) :	-0.02
Log Po/w (SILICOS-IT) :	1.77
Consensus Log Po/w :	1.44

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.24
Solubility :	1.09 mg/ml ; 0.00572 mol/l
Class :	Soluble
Log S (Ali) :	-2.27
Solubility :	1.04 mg/ml ; 0.00543 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.29
Solubility :	0.985 mg/ml ; 0.00515 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.62

Safety of [ 87407-12-3 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P301+P312-P302+P352-P304+P340-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 87407-12-3 ]

* 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.

Upstream synthesis route of [ 87407-12-3 ]
Downstream synthetic route of [ 87407-12-3 ]

[ 87407-12-3 ] Synthesis Path-Upstream 1~4

1
[ 87407-12-3 ]
[ 65753-47-1 ]

Yield	Reaction Conditions	Operation in experiment
65%	With 2,2'-azobis(isobutyronitrile); triethylamine; sodium chloride In N,N-dimethyl-formamide at 25℃; for 20 h; Schlenk technique	Weighing 3-chloropyridine-2-carboxylic acid (57.3 mg, 0.3 mmol),Triethylamine (30.1 mg, 0.3 mmol), NaCl (35.1 mg, 0.6 mmol), AIBN (147.8, 0.9 mmol) into a 25 mL of Schlenk reaction bottle, Then DMF (0.2 mL) was added and placed in a 25 °C oil bath for 20 h. After completion of the reaction, the solvent was removed under reduced pressure and eluted with petroleum ether / ethyl acetate.The solvent was separated on a silica gel column, The yield of 3-trifluoromethyl-2-chloropyridine was 65percent.

Reference： [1] Patent: CN108586334, 2018, A, . Location in patent: Paragraph 0056-0058

2
[ 3796-23-4 ]
[ 124-38-9 ]
[ 87407-12-3 ]

Reference： [1] Tetrahedron, 1994, vol. 50, # 42, p. 12259 - 12266

3
[ 124-38-9 ]
[ 175205-82-0 ]
[ 87407-12-3 ]

Reference： [1] European Journal of Organic Chemistry, 2003, # 8, p. 1559 - 1568

4
[ 65753-47-1 ]
[ 87407-12-3 ]

Reference： [1] European Journal of Organic Chemistry, 2003, # 8, p. 1559 - 1568

[ 87407-12-3 ] Synthesis Path-Downstream 1~50

1
[ 3796-23-4 ]
[ 124-38-9 ]
[ 87407-12-3 ]

Reference： [1]Tetrahedron,1994,vol. 50,p. 12259 - 12266

2
[ 124-38-9 ]
[ 175205-82-0 ]
[ 87407-12-3 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 1559 - 1568

3
[ 65753-47-1 ]
[ 87407-12-3 ]

Reference： [1]European Journal of Organic Chemistry,2003,p. 1559 - 1568

4
[ 1092394-60-9 ]
[ 87407-12-3 ]
[ 1092392-56-7 ]

Yield	Reaction Conditions	Operation in experiment
70%		Example 122; N- [3- ({2-[ (cyclopropylcarbonyl) amino] imidazo [1, 2-a] pyridin-6- yl}oxy) phenyl] -3- (trifluoromethyl) pyridine-2-carboxamide; <n="338"/>To a solution of 3- (trifluoromethyl)pyridine-2-carboxylic acid (47.5 mg, 0.249 mmol) in tetrahydrofuran (5 mL) were addedN,N-dimethylformamide (2 drops) and oxalyl chloride (43.2 muL, 0.498 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was concentrated under reduced pressure, the residue was dissolved in N,N-dimethylacetamide (6 mL) , and the solution was stirred at room temperature. N- [6- (3- Aminophenoxy) imidazo [1, 2-a]pyridin-2-yl] cyclopropanecarboxamide (66 mg, 0.214 mmol) was added thereto, and the mixture was stirred at room temperature for 3 days. The reaction mixture was diluted with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous magnesium sulfate and filtrated. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (0%-»-100% ethyl acetate-hexane) to give the title compound (72.5 mg, 70%) as a white solid. 1H-NMR (DMSO-d6,400 MHz) delta 0.74 - 0.85 (4H, m) , 1.87 - 1.98 (IH, m) , 6.81 (IH, dd, J = 8.3, 2.4 Hz), 7.12 (IH, dd, J = 9.7, 2.3 Hz), 7.32 - 7.40 (2H, m) , 7.48 (IH, d, J = 9.5 Hz), 7.54 (IH, d, J = 8.1 Hz), 7.80 (IH, dd, J = 8.3, 4.9 Hz), 8.07 (IH, s) , 8.38 (IH, d, J = 7.8 Hz), 8.61 (IH, d, J = 2.2 Hz), 8.91 (IH, d, J = 4.4 Hz), 10.78 (IH, s) , 10.99 (IH, s) .

Reference： [1]Patent: WO2008/150015,2008,A1 .Location in patent: Page/Page column 336-337

5
[ 1185845-16-2 ]
[ 87407-12-3 ]
[ 1185845-14-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 4022 - 4025

6
[ 1433966-81-4 ]
[ 87407-12-3 ]
[ 1433965-93-5 ]

Yield	Reaction Conditions	Operation in experiment
115.7 mg	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃;Inert atmosphere;	Step 5: N-rri-(2,4,6-trichlorophenyl)cvclopropyllmethyll-3-(trifluoromethyl)pyridine-2- carboxamide (Compound A29)To a solution of [1-(2,4,6-trichlorophenyl)cyclopropyl]methanamine (1 .10 mL, 0.458 mmol,) in dry dichloromethane (1 .8 mL) was added, under argon, Et3N (0.129 mL, 0.915 mmol,) , then the mixture was cooled at 0C. Then were added EDCI.HCI (0.175 g, 0.915 mmol,), HOBT.H20 (0.125 g, 0.915 mmol) , <strong>[87407-12-3]3-(trifluoromethyl)pyridine-2-carboxylic acid</strong> (0.0874 g, 0.458 mmol,) and the reaction mixture was stirred ON at RT. Water was added, the aqueous solution was extracted with dichloromethane (3 times), the combined organic layers were washed by NaCI, dried over Na2S04, filtrated and evaporated under reduced pressure to give yellow oil (198 mg). The crude was purified by flash chromatography using silica gel (Cyclohexane to Cyclohexane/AcOEt:1/4) afforded the desired product as white solid (1 15.7mg).1H-NMR (CDCI3): 8.7 (d, 1 H); 8.15 (d, 1 H), 8.0 (bs, 1 H), 7.55 (m, 1 H), 7.3 (s, 2H), 3.67 (d, 2H), 1 .25 (m, 2H), 1 .05 (m, 2H).

Reference： [1]Patent: WO2013/64520,2013,A1 .Location in patent: Page/Page column 92

7
[ 1523249-89-9 ]
[ 87407-12-3 ]
[ 1523240-58-5 ]

Yield	Reaction Conditions	Operation in experiment
210 mg	With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 12h;	To a solution of 2-chloro-4-[3-(trifluoromethyl)-lH-pyrazol-l-yl]benzeneethanamine hydrochloride (1 :1) (i.e. the product of Step C; 300 mg, 1.11 mmol), N-(3-dimethyl- aminopropyl)-N'-ethylcarbodiimide (297 mg, 1.66 mmol), 1-hydroxybenzotriazole (212 mg, 1.66 mmol) and N,N-diisopropylethylamine (0.9 mL, 5.55 mmol) in dichloromethane (15 mL) was added <strong>[87407-12-3]3-(trifluoromethyl)pyridine-2-carboxylic acid</strong> (198 mg, 1.21 mmol), and the resulting mixture was stirred for 12 h. The reaction mixture was washed with water and brine, dried (Na2S04) and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel eluted with 50% ethyl acetate in hexanes to afford the title compound (210 mg) as a brown solid. 1H NMR delta 8.60 (d, 1H), 8.10 (s, 1H), 7.80 (s, 1H), 7.70 (m, 2H), 7.40 (m, 2H), 7.30 (d, 1H), 6.80 (d, 1H), 3.70 (m, 2H), 3.10 (t, 2H). MS (AP+) 464 amu.

Reference： [1]Patent: WO2014/4064,2014,A1 .Location in patent: Page/Page column 42

8
[ 1523250-01-2 ]
[ 87407-12-3 ]
[ 1523244-75-8 ]

Yield	Reaction Conditions	Operation in experiment
160 mg	With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 12h;	To a solution of 2-chloro- , -difluoro-4-[3-trifluoromethyl)-lH-pyrazol-l-yl]- benzeneethanamine hydrochloride (1 : 1) (i.e. the product of Step C; 150 mg, 0.46 mmol), N-(3-dimethylaminopropyl)-N-ethylcarbodiimide (132 mg, 1.66 mmol), 1-hydroxy- benzotriazole (93 mg, 1.55 mmol) and N,N-diisopropylethylamine (0.23 mL, 5.55 mmol) in dichloromethane was added <strong>[87407-12-3]3-(trifluoromethyl)pyridine-2-carboxylic acid</strong> (105 mg, 0.6 mmol), and the resulting mixture was stirred for 12 h. The reaction mixture was washed with water and brine, dried (Na2S04) and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica gel eluted with 15% ethyl acetate in hexanes to yield the title compound (160 mg), a compound of the present invention, as a white solid. 1H NMR 8.67 (d, 1 H), 8.09 (d, IH), 8.00 (t, IH), 7.91 (d, IH), 7.82 (d, IH), 7.68 (d, IH), 7.60 (dd, IH), 7.52 (dd, IH), 4.29 (td, 2H). MS (AP+) 500 amu.

Reference： [1]Patent: WO2014/4064,2014,A1 .Location in patent: Page/Page column 43; 44

9
[ 87407-12-3 ]
5-(piperazin-1-yl)benzofuran-2-carboxylic acid ethyl ester [ No CAS ]
5-[4-(3-trifluoromethylpyridine-2-carbonyl)-piperazin-1-yl]-benzofuran-2-carboxylicacidethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In dichloromethane;	General procedure: To a solution of ethyl 5-(piperazin-1-yl) benzofuran-2-carboxylate (1 mmol) in dry dichloromethane (3 mL) was added triethylamine (2 mmol) and corresponding acid (1 mmol) at 0C. Propylphosphonic anhydride solution (50 wt% in ethyl acetate; 2.5 mmol) was then added drop wise to the reaction mixture and was stirred at rt for 6 h (monitored by TLC & LCMS for completion). The reaction mixture was then washed with water (2 mL), brine (2 mL), and dried over anhydrous sodium sulfate and evaporated in vacuo. The residue obtained was then recyrstallised from diethyl ether.

Reference： [1]Bioorganic and Medicinal Chemistry,2014,vol. 22,p. 4924 - 4934

10
[1-[3-chloro-5-(2,2-dibromovinyl)-2-pyridyl]cyclopropyl]methanamine [ No CAS ]
[ 87407-12-3 ]
N-[[1-[3-chloro-5-(2,2-dibromovinyl)-2-pyridyl]cyclopropyl]methyl]-3-(trifluoromethyl)pyridine-2-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With oxalyl dichloride; at 20℃;Cooling with ice;	The acyl chloride, prepared from <strong>[87407-12-3]3-trifluoromethylpyridine-2-carboxylic acid</strong> (0.044 g, 0.18 mmol) and oxalyl chloride (0.03 ml, 0.36 mmol) in dichloromethane was slowly added to the ice cooled solution of [1 -[3-chloro-5-(2,2-dibromovinyl)-2- pyridyl]cyclopropyl]methanamine (0.044 g, 0.12 mmol) and triethylamine (0.1 ml, 0.72 mmol) in 5 ml of dichloromethane. The mixture was stirred at r.t. overnight. The volatiles were evaporated and the residue was purified on silica gel, affording a resin (0.047 g, 73 %). 1H-NMR (CDCI3, delta in ppm): 8.71 (d, 1 H), 8.47 (d, 1 H), 8.12 (d, 1 H), 8.00 (m, 1 H), 7.91 (bs, 1 H), 7.54 (m, 1 H), 7.39 (s, 1 H), 3.76 (d, 2H), 1 .27 (m, 2H), 1 .14 (m, 2H).

Reference： [1]Patent: WO2014/173921,2014,A1 .Location in patent: Page/Page column 60

11
[ 87407-12-3 ]
tert-butyl 5-chloro-6-[1-[[[3-(trifluoromethyl)pyridine-2-carbonyl]amino]methyl]cyclopropyl]pyridine-3-carboxylate [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

12
[ 87407-12-3 ]
5-chloro-6-[1-[[[3-(trifluoromethyl)pyridine-2-carbonyl]amino]methyl]cyclopropyl]pyridine-3-carboxylic acid [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

13
[ 87407-12-3 ]
N-[[1-[3-chloro-5-(hydroxymethyl)-2-pyridyl]cyclopropyl]methyl]-3-(trifluoromethyl)pyridine-2-carboxamide [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

14
[ 87407-12-3 ]
N-[[1-(3-chloro-5-formyl-2-pyridyl)cyclopropyl]methyl]-3-(trifluoromethyl)pyridine-2-carboxamide [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

15
[ 87407-12-3 ]
N-[[1-[3-chloro-5-(2,2-difluorovinyl)-2-pyridyl]cyclopropyl]methyl]-3-(trifluoromethyl)pyridine-2-carboxamide [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

16
[ 87407-12-3 ]
N-[[1-[3-chloro-5-[(E/Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2-pyridyl]cyclopropyl]methyl]-3-(trifluoromethyl)pyridine-2-carboxamide [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

17
[ 87407-12-3 ]
[ 128073-04-1 ]

Yield	Reaction Conditions	Operation in experiment
	With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 20℃; for 1h;	-Trifluoromethylpyridine-2-carboxylic acid (0.2 g, 1 .05 mmol) was dissolved in 5 ml of dichloromethane and one drop of DMF was then added followed by drop wise addition of oxalyl chloride (0.17 ml, 2 mmol). The mixture was stirred for 1 h at r.t. and the volatiles were evaporated under reduced pressure. The residue was dissolved in 5 ml of dichloromethane and was then added drop wise to the ice cooled solution of tert-butyl 6-[1 - (aminomethyl)cyclopropyl]-5-chloro-pyridine-3-carboxylate (0.283 g, 1 mmol) and triethylamine in 5 ml of dichloromethane. The mixture was stirred at r.t. overnight and dichloromethane was then added. The mixture was washed with water, the organic phase was dried and concentrated. The residue was purified on silica gel, affording a resin (0.4 g, 87.7 %). 1H-NMR (CDCI3, delta in ppm): 8.93 (d, 1 H), 8.72 (d, 1 H), 8.19 (d, 1 H), 8.12 (d, 1 H), 7.93 (bs, 1 H), 7.53 (dd, 1 H), 3.78 (d, 2H), 1 .59 (s, 9H), 1 .14 (m, 4H).
	With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 110℃; for 2h;	To a suspension of <strong>[87407-12-3]3-trifluoromethyl-pyridine-2-carboxylic acid</strong> (4.20g, 22.0 mmol) in toluene (22 ml) was added sequentially thionyl chloride (4.8 ml, 66 mmol) and DMF (two drops). The reaction mixture was heated at 1 10 C for 2 h. After the gas evolution ceased, the reaction mixture was concentrated in vacuo to give 3-trifluoromethyl-pyridine-2-carbonyl chloride (4.65g, 22. mmol) as a brown liquid which was directly used in the preparation of <strong>[87407-12-3]3-trifluoromethyl-pyridine-2-carboxylic acid</strong> [2-(2-fluoro-4-trifluoromethyl-phenyl)-ethyl]-amide described below. To a solution of 2-(2-fluoro-4-trifluoromethyl-phenyl)-ethylamine hydrochloride (5.00 g, 20.5 mmol) and triethylamine (8.7 ml, 62 mmol) in 41 ml of dichoromethane at 0C was added slowly 2- trifluoromethyl-nicotinoyl chloride (4.52 g, 21 .5 mmol). The reaction mixture was stirred at 0 C for 30 min. Then water was added, the phases were separated and the water phase was extracted three times with dichoromethane. The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The crude material obtained was purified by Combiflash chromatography using dichloromethane as the eluent to afford <strong>[87407-12-3]3-trifluoromethyl-pyridine-2-carboxylic acid</strong> [2-(2-fluoro- 4-trifluoromethyl-phenyl)-ethyl]-amide as a beige powder. H NMR (CDCI3, 400MHz) delta 3.00-3.10 (2H, m); 3.70-3.80 (2H, m); 5.75-5.90 (1 H, br s); 7.30 (1 H, d, J = 10); 7.35-7.45 (2H, m); 7.50-7.60 (1 H, m); 7.82 (1 H, d); 8.20-8.30 (1 H, m).

Reference： [1]Patent: WO2014/173921,2014,A1 .Location in patent: Page/Page column 63
[2]Patent: WO2015/7626,2015,A1 .Location in patent: Page/Page column 40-41

18
[ 87407-12-3 ]
C₁₉H₁₅ClF₃N₃O₅ [ No CAS ]

Reference： [1]Patent: WO2014/173921,2014,A1

19
2-[5-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-2-pyrazinyl]benzenamine [ No CAS ]
[ 87407-12-3 ]
3-(trifluoromethyl)-N-[2-[5-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-2-pyrazinyl]phenyl]-2-pyridinecarboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.36 g		A mixture of 3-trifluoromethyl-2-pyridine carboxylic acid (0.33 g, 1.6 mmol), (dimethylamino)-N,N-dimethyl(3H-[l,2,3]triazolo[4,5-]pyridin-3-yloxy)methaniminium hexafluorophosphate (i.e. HATU, 0.059 g, 1.6 mmol), and N,N-diisopropylethylamine (0.33 g, 2.6 mmol) were stirred in 10 mL dichloromethane. After 15 min, 2-[5-[3- (trifluoromethyl)-lH-pyrazol-l-yl]-2-pyrazinyl]benzenamine (i.e. the compound obtained in Example 3, Step C above) (0.4 g, 1.3 mmol) was added and the reaction was stirred at ambient temperature for approximately 16 h. The reaction mixture was then diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with water, dried over Na2S04, evaporated under reduced pressure and then purified using silica gel column chromatography (20% ethyl acetate in petroleum ether as eluent) to yield 0.36 g of the title compound, a compound of the present invention. in NMR (400 MHz, dmso-d6) delta 12.20 (s, 1H), 9.31 (s, 1H), 9.05 (m, 2H), 8.91 (bs, 1H), 8.36 (m, 2H), 7.97 (d, 1H), 7.85 (m, 1H), 7.61 (t, 1H), 7.41 (t, 1H), 7.18 (d, 1H).

Reference： [1]Patent: WO2014/172190,2014,A1 .Location in patent: Page/Page column 44

20
α-methyl-6-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-3-pyridineethanamine [ No CAS ]
[ 87407-12-3 ]
N-[1-methyl-2-[6-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-3-pyridinyl]ethyl]-3-(trifluoromethyl)-2-pyridinecarboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
0.04 g		3-Trifluoromethylpyridine-2-carboxylic acid (0.086 g, 0.4 mmol) was heated to reflux in 10 mL thionyl chloride for 1 h. The mixture was concentrated under reduced pressure and the crude residue was dissolved in 10 mL of dichloromethane and added to a solution of a-methyl-6-[3-(trifluoromethyl)-lH-pyrazol-l-yl]-3-pyridineethanamine (i.e. the compound obtained in Step C above) (0.11 g, 0.4 mmol) and N,N-diisopropylethylamine (0.16 g, 1.2 mmol) in 5 mL of dichloromethane at 0 C. The reaction was allowed to warm to ambient temperature and stir for approximately 16 h. The reaction mixture was diluted with dichloromethane, washed with IN aqueous hydrochloric acid, dried over MgSC^, concentrated under reduced pressure and then purified by medium pressure liquid chromatography (0 - 100% ethyl acetate in hexanes as eluent) to yield 0.04 g of the title compound, a compound of the present invention. H NMR delta 8.71 (m, 1H), 8.57 (m, 1H), 8.29 (d, 1H), 8.17 (m, 1H), 7.96 (d, 1H), 7.77 (m, 1H), 7.57 (m, 2H), 6.69 (d, 1H), 4.46 (m, 1H), 2.99 (m, 2H), 1.29 (d, 3H).

Reference： [1]Patent: WO2014/172190,2014,A1 .Location in patent: Page/Page column 41; 42

21
[ 87407-12-3 ]
3-trifluoromethylpyridine-2-carboxylic acid [2-(2-fluoro-4-trifluoromethylphenyl)ethyl]amide [ No CAS ]

Reference： [1]Patent: WO2015/7626,2015,A1

22
2-(4-chloro-4-fluorophenyl)ethylamine hydrochloride [ No CAS ]
[ 87407-12-3 ]
3-trifluoromethylpyridine-2-carboxylic acid [2-(4-chloro-2-fluorophenyl)ethyl]amide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 14h;	To a solution of 2-(4-chloro-2-fluoro-phenyl)-ethanamine hydrochloride (200 mg, 0.95 mmol) and triethylamine (0.33 ml, 2.38 mmol) in dichloromethane (4 ml) at ambient temperature was added <strong>[87407-12-3]3-trifluoromethyl-pyridine-2-carboxylic acid</strong> (191 mg, 1 .00 mmol) followed by 1 -hydroxybenzotriazole (257 mg, 1 .90 mmol) and N-ethyl-N'-(3-dimethylaminopropyl)carbodiimide. The reaction mixture was stirred at ambient temperature for 14 h. The solvent was then removed under reduced pressure and the residue obtained was purified by Combiflash chromatography using acetate/cyclohexane as the eluent to afford <strong>[87407-12-3]3-trifluoromethyl-pyridine-2-carboxylic acid</strong> [2-(4-chloro-2-fluoro-phenyl)-ethyl]-amide as a white powder. H NMR (CDCI3, 400MHz) delta 3.08 (2H, t, J = 5); 3.75 (2H, q, J = 5); 7.25-7.45 (3H, m); 7.58 (1 H, dd, J = 3 & 9); 7.75-7.85 (1 H, br s); 8.18 (1 H, d, J = 9); 8.70 (1 H, d, J = 3).

Reference： [1]Patent: WO2015/7626,2015,A1 .Location in patent: Page/Page column 42

23
[ 87407-12-3 ]
3-(trifluoromethyl)piperidine-2-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	With platinum(IV) oxide; hydrogen; In acetic acid; at 20℃; under 3102.97 Torr; for 14h;	To a stirred solution of <strong>[87407-12-3]3-(trifluoromethyl)picolinic acid</strong> (0.5 g, 2.62 mmol) in acetic acid (4 mL) was added platinum(IV)oxide (0.25 g, 1.101 mmol) and the mixture was stirred at room temperature under a hydrogen atmosphere (60 psi) for 14h. After the reaction was complete, the reaction mixture was filtered through a pad ofdiatomaceous earth (C elite) and the filtrate was concentrated under reducedpressure to afford 3-(trifluoromethyl)piperidine-2-carboxylic acid (500 mg, 97% yield). LC/MS Method = Column: Zorbax AQ (4.6 X 50) 3.5im; Mphase A : 0.1% HCOOH in Water; Mphase B: ACN; Flow: 1.0 ml/min. LCMS (ESI) m/e 198.2, [(M+H), calcd for C7H,,F3N02, 198.1]; LC/MS retention time tR = 0.89 mm.

Reference： [1]Patent: WO2015/6100,2015,A1 .Location in patent: Page/Page column 151

24
1-(2,6-difluorophenyl)-1H-pyrazole-3-amine [ No CAS ]
[ 2592-95-2 ]
[ 1892-57-5 ]
[ 87407-12-3 ]
N-[1-(2,6-Difluorophenyl)-1H-pyrazol-3-yl]-3-(trifluoromethyl)pyridine-2-carboxamide [ No CAS ]