[ CAS No. 888721-65-1 ] {[proInfo.proName]}

Name: 888721-65-1|1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid|97%
Brand: Ambeed
SKU: A363900
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Quality Control of [ 888721-65-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 888721-65-1 ]

SDS Specification

Alternatived Products of [ 888721-65-1 ]

Product Details of [ 888721-65-1 ]

CAS No. :	888721-65-1	MDL No. :	MFCD12546365
Formula :	C₁₃H₁₀FNO₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	BTPCWSQBSXUYHV-UHFFFAOYSA-N
M.W :	247.22	Pubchem ID :	21081529
Synonyms :

Calculated chemistry of [ 888721-65-1 ]

Physicochemical Properties

Num. heavy atoms :	18
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.08
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	1.0
Molar Refractivity :	63.92
TPSA :	59.3 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) :	-5.88 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.71
Log Po/w (XLOGP3) :	2.71
Log Po/w (WLOGP) :	2.4
Log Po/w (MLOGP) :	2.43
Log Po/w (SILICOS-IT) :	2.35
Consensus Log Po/w :	2.32

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.44
Solubility :	0.0895 mg/ml ; 0.000362 mol/l
Class :	Soluble
Log S (Ali) :	-3.61
Solubility :	0.0609 mg/ml ; 0.000246 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.67
Solubility :	0.0529 mg/ml ; 0.000214 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.09

Safety of [ 888721-65-1 ]

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

Application In Synthesis of [ 888721-65-1 ]

* 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 [ 888721-65-1 ]
Downstream synthetic route of [ 888721-65-1 ]

[ 888721-65-1 ] Synthesis Path-Upstream 1~5

1
[ 1175127-62-4 ]
[ 888721-65-1 ]

Yield	Reaction Conditions	Operation in experiment
74%	at 120℃; for 20 h;	1- (4-Fluorophenyl) -β-methyl-2-oxo-l, 2-dihydropyridine-3- carbonitrile (3 g, 13.1 πunol) was dissolved in cone, sulfuric acid (6.0 inL) and water (6.0 rtiL) , and the mixture was stirred with heating at 120°C for 20 hr. 8N Aqueous sodium hydroxide solution was added to the reaction solution, and the mixture was washed with ethyl acetate. 2N hydrochloric acid was added to the aqueous layer, and the mixture was extracted twice with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The residue was washed with diethyl ether and collected by filtration to give the title compound (2.41 g, 74percent) as a pale-brown solid. 1H-NMR (DMSO-C_-6, 300 MHz) δ 2.10 (3H, s) , 6.80 (IH, d, J = 7.9 Hz), 7.37 - 7.58 (4H, m) , 8.41 (IH, d, J = 7.9 Hz), 14.21 (IH, s) .

Reference： [1] Organic Process Research and Development, 2014, vol. 18, # 4, p. 501 - 510
[2] Patent: WO2009/136663, 2009, A1, . Location in patent: Page/Page column 156-157

2
[ 104330-60-1 ]
[ 51731-17-0 ]
[ 888721-65-1 ]

Yield	Reaction Conditions	Operation in experiment
56%	Stage #1: for 3 h; Reflux Stage #2: With hydrogenchloride; water In dichloromethane	Preparation 145 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid To a 4-necked 3 L round bottom flask, is added EtOH (1500 mL), ethyl 3-(4-fluorophenylamino)-3-oxopropanoate (139 g, 617 mmol), sodium ethoxide (65.6 g, 925 mmol) and 4-methoxy-3-buten-2-one (103 g, 925 mmol). The mixture is refluxed for 3 hours. After the solution is cooled to RT, the reaction mixture is concentrated under reduced pressure to remove the EtOH. The residue is diluted with DCM (700 mL) and 1 M HCl (1500 mL). The aqueous phase is extracted with DCM (3*500 mL). The combined organic extracts are washed with saturated aqueous sodium chloride (1000 mL), dried over anhydrous Na₂SO₄ and concentrated under reduced pressure. The residue is triturated with EtOAc (150 mL) at RT (10-15° C.) for 1 hour. After filtration and washing with EtOAc (50 mL), 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid is obtained as a yellow solid (85.3 g, 56percent yield). MS (m/z): 248 (M+H).

Reference： [1] Patent: US2010/22529, 2010, A1, . Location in patent: Page/Page column 18

3
[ 104330-60-1 ]
[ 4652-27-1 ]
[ 888721-65-1 ]

Reference： [1] Organic Process Research and Development, 2014, vol. 18, # 4, p. 501 - 510

4
[ 1735-88-2 ]
[ 888721-65-1 ]

Reference： [1] Organic Process Research and Development, 2014, vol. 18, # 4, p. 501 - 510
[2] Patent: WO2009/136663, 2009, A1,

5
[ 371-40-4 ]
[ 888721-65-1 ]

Reference： [1] Organic Process Research and Development, 2014, vol. 18, # 4, p. 501 - 510
[2] Organic Process Research and Development, 2014, vol. 18, # 4, p. 501 - 510

[ 888721-65-1 ] Synthesis Path-Downstream 1~30

1
[ 104330-60-1 ]
[ 51731-17-0 ]
[ 888721-65-1 ]

Yield	Reaction Conditions	Operation in experiment
56%		Preparation 145 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid To a 4-necked 3 L round bottom flask, is added EtOH (1500 mL), ethyl 3-(4-fluorophenylamino)-3-oxopropanoate (139 g, 617 mmol), sodium ethoxide (65.6 g, 925 mmol) and 4-methoxy-3-buten-2-one (103 g, 925 mmol). The mixture is refluxed for 3 hours. After the solution is cooled to RT, the reaction mixture is concentrated under reduced pressure to remove the EtOH. The residue is diluted with DCM (700 mL) and 1 M HCl (1500 mL). The aqueous phase is extracted with DCM (3*500 mL). The combined organic extracts are washed with saturated aqueous sodium chloride (1000 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue is triturated with EtOAc (150 mL) at RT (10-15 C.) for 1 hour. After filtration and washing with EtOAc (50 mL), 1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid is obtained as a yellow solid (85.3 g, 56% yield). MS (m/z): 248 (M+H).
2.2 g		Ethyl 3-((4-fluorophenyl)amino)-3-oxopropanoate (2 g, 8.88 mmol) was dissolved in ethanol (22 mL). This solution was stirred while (E)-4-methoxybut-3-en-2-one (1.36 mL, 13.3 mmol) was added. After stirring together for 10 min, sodium ethanolate (4.97 mL, 13.3 mmol) was added and heated to reflux for 2 h. The reaction mixture was concentrated and diluted with DCM (200 mL) and washed with 1N HC1 (50 mL x 2) and brine (50 mL), dried over sodium sulfate, filtered and concentrated. The residue was purified over silica gel (5% MeOH in DCM) to afford l-(4-fluorophenyl)-6-methyl-2-oxo-l,2-dihydropyridine-3 -carboxylic acid (2.2 g, 100%).

Reference： [1]Patent: US2010/22529,2010,A1 .Location in patent: Page/Page column 18
[2]Patent: WO2020/47184,2020,A1 .Location in patent: Paragraph 001123; 001127

2
[ 888721-65-1 ]
[ 1195782-27-4 ]
[ 1195779-98-6 ]

Yield	Reaction Conditions	Operation in experiment
75%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 17h;	To a solution of 1- (4-fluorophenyl) -6-methyl-2-oxo-l, 2- dihydropyridine-3-carboxylic acid (56.7 mg, 0.229 mmol) and N- [ 6- (4-amino-2-fluorophenoxy) -3-methylimidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (60 mg, 0.176 mmol) in N, N- dimethylformamide (1 mL) were added N, N-diisopropylethylamine (61 muL, 0.352 mmol) and HATU (87 mg, 0.229 mmol), and the mixture was stirred at room temperature for 17 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate alone) to give a yellow oil. The obtained oil was dissolved in ethyl acetate (1 mL) and left standing at room temperature for 17 hr. The precipitated solid was collected by filtration, washed with diethyl ether and collected by filtration to give the title compound (76 mg, 75%) as a white solid.1H-NMR (DMSOd6, 300 MHz) delta 0.78 (4H, m) , 1.74 - 1.91 (IH, m) , 2.07 (3H, s), 2.26 (3H, s) , 6.61 - 6.79 (IH, m) , 7.01 - 7.15 <n="277"/>(2H, m) , 7.28 - 7.37 (IH, m) , 7.38 - 7.54 (5H, m) , 7.97 (IH, dd, J = 13.2, 2.5 Hz), 8.19 (IH, d, J = 1.9 Hz), 8.48 (1 H, d, J = 7.6 Hz), 10.21 (IH, br s) , 11.97 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 275-276

3
[ 888721-65-1 ]
[ 1195782-31-0 ]
[ 1195780-03-0 ]

Yield	Reaction Conditions	Operation in experiment
72%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 60℃; for 4h;	To a solution of N- [6- (4-amino-2- chlorophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (100 mg, 0.292 mmol) and l-(4- fluorophenyl) -6-methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (94 mg, 0.38 mmol) in N, N-dimethylformamide (1 mL) were added N,N-diisopropylethylamine (100 muL, 0.583 mmol) and HATU <n="279"/>(144 mg, 0.380 mmol), and the mixture was stirred at 60C for 4 hr. Ethyl acetate, tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution was added' to the reaction mixture, and the mixture was extracted- 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate alone) to give a white solid. The obtained solid was washed with ethyl acetate and collected by filtration to give the title compound (120.2 mg, 72%) as a white solid.1H-NMR (DMSOd6, 300 MHz) delta 0.67 - 0.90 (4H, m) , 1.85 - 1.96 (IH, m) , 2.07 (3H, s), 6.71 (IH, d, J = 8.3 Hz), 6.99 - 7.14 (2H, m) , 7.35 - 7.57 (6H, m) , 8.02 (IH, s) , 8.16 (IH, d, J = 2.5 Hz), 8.40 - 8.51 (2H, m) , 10.94 (IH, s), 11.96 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 277-278

4
[ 888721-65-1 ]
[ 1195782-37-6 ]
[ 1195780-12-1 ]

Yield	Reaction Conditions	Operation in experiment
89%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 17h;	To a solution of N- { 6- [ (beta-aminopyridin-3- yl) oxy] imidazo [1, 2-a] pyridin-2-yl Jcyclopropanecarboxamide (75 mg, 0.242 mmol) and 1- (4-fluorophenyl) -6-methyl-2-oxo-l, 2- dihydropyridine-3-carboxylic acid (78 mg, 0.315 mmol) in N, N- dimethylformamide (1 mL) were added N, N-diisopropylethylamine (83 muL, 0.484 mmol) and HATU (120 mg, 0.315 mmol), and the mixture was stirred at room temperature for 17 hr. Ethyl acetate, tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (116 mg, 89%) as a white solid.1H-NMR (DMSO-de, 300 MHz) delta 0.70 - 0.88 (4H, m) , 1.85 - 1.96(IH, m) , 2.07 (3H, s) , 6.66 - 6.75 (IH, m) , 7.12 (IH, dd, J =9.6, 2.5 Hz), 7.38 - 7.52 (5H, m) , 7.58 (IH, dd, J = 9.1, 3.0 Hz), 8.03 (IH, s), 8.16 (IH, d, J = 2.5 Hz), 8.29 (1 H, d, J =9.6 Hz), 8.46 - 8.56 (2H, m) , 10.95 (IH, s) , 12.22 (IH, s).

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 280-281

5
[ 888721-65-1 ]
[ 1195781-14-6 ]
[ 1195779-18-0 ]

Yield	Reaction Conditions	Operation in experiment
88%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 20h;	To a solution of N- [6- (4-aminophenoxy) imidazo [1, 2- a] pyridin-2-yl] cyclopropanecarboxamide (100 mg, 0.324 mmol) and 1- (4-fluorophenyl) -beta-methyl-2-oxo-l, 2-dihydropyridine-3- carboxylic acid (96.1 mg, 0.389 mmol) in N,N-dimethylformamide (1.0 mL) were added HATU (147.8 mg, 0.389 mmol) and N, N- diisopropylethylamine (111.6 muL, 0.648 mmol), and the mixture was stirred at room temperature for 20 hr. Tetrahydrofuran, ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was washed with tetrahydrofuran and collected by filtration to give the title compound (154 mg, 88%) as a white solid.1H-NMR (DMSOd6, 300 MHz) delta 0.68 - 0.86 (4H, m) , 1.89 - 1.95 (IH, m) , 2.06 (3H, s) , 6.60 - 6.76 (IH, m) , 6.93 - 7.12 (3H, m) , 7.37 - 7.53 (5H, m) , 7.63 - 7.73 (2H, m) , 8.03 (IH, s), 8 . 40 - 8 . 54 ( 2H, m) , 10 . 94 ( IH, s ) , 11 . 83 ( IH, s ) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 250-251

6
[ 888721-65-1 ]
C₁₈H₁₈N₄O₂ [ No CAS ]
[ 1195780-01-8 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 2h;	A mixed solution of N- [6- (3-methyl-4- nitrophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (200 mg, 0.568 mmol), reduced iron (166.9 mg, 2.84 mmol) and ammonium chloride (303 mg, 5.68 mmol) in ethanol (2 mL) and water (0.5 mL) was stirred at 8O0C for 6 hr. The reaction mixture was diluted with ethyl acetate and tetrahydrofuran, and filtered through celite. Water was added to the filtrate, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=50/50-»100/0) to give a white solid.To a solution of the obtained white solid and l-(4- fluorophenyl) -6-methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (45 mg, 0.182 mmol) in N, N-dimethylformamide (1 mL) were added N, N-diisopropylethylamine (48 muL, 0.28 mmol) and HATU (69 mg, 0.182 mmol), and the mixture was stirred at room <n="278"/>temperature for 2 hr. Ethyl acetate, tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate alone) to give a yellow solid. The obtained solid was washed with ethyl acetate and collected by filtration to give the title compound (33 mg, 41%) as a slightly yellow solid.1H-NMR (DMSO-d6, 300 MHz) delta 0.68 - 0.91 (4H, m) , 1.89 - 1.96 (IH, m) , 2.06 (3H, s) , 2.19 (3H, s) , 6.70 (IH, d, J = 8.3 Hz), 6.83 - 6.97 (2H, m) , 7.05 (IH, dd, J = 9.6, 2.3 Hz), 7.35 - 7.56 (5H, m) , 8.03 (IH, s) , 8.23 (IH, d, J = 8.9 Hz), 8.45 - 8.53 (2H, m) , 10.94 (IH, s) , 11.67 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 276-277

7
[ 888721-65-1 ]
C₁₆H₁₅N₅O₂ [ No CAS ]
[ 1195780-09-6 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 7h;	A mixed solution of N- { 6- [ (5-nitropyridin-2- yl) oxy] imidazo [1, 2-a]pyridin-2-yl}cyclopropanecarboxamide (111 mg, 0.327 mmol), reduced iron (96 mg, 1.64 mmol) and ammonium chloride (175 mg, 3.27 mmol) in ethanol (2 ml) and water (0.5 mL) was stirred at 7O0C for 1.5 hr. The reaction mixture was diluted with ethyl acetate and filtered through celite. Water was added to the filtrate, and the mixture was extracted twice <n="281"/>with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give a yellow solid.To a solution of the obtained yellow solid and l-(4- fluorophenyl) -beta-methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (76.8 mg, 0.311 mmol) in N, N-dimethylformamide (1 mL) were added N, N-diisopropylethylamine (89 muL, 0.518 mmol) and HATU (128 mg, 0.337 mmol), and the mixture was stirred at room temperature for 7 hr. Ethyl acetate, tetrahydrofuran and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (70 mg, 40%) as a white solid. 1H-NMR (DMSOd6, 300 MHz) delta 0.64 - 0.91 (4H, m) , 1.87 - 1.96 (IH, m) , 2.08 (3H, s) , 6.70 (IH, d, J = 8.3 Hz), 7.03 - 7.18 (2H, m) , 7.34 - 7.56 (5H, m) , 8.04 (IH, s) , 8.24 (IH, dd, J = 8.9, 2.8 Hz), 8.42 (IH, d, J = 2.3 Hz), 8.47 (IH, d, J = 7.6 Hz), 8.56 - 8.61 (IH, m) , 10.96 (IH, s), 11.85 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 279-280

8
[ 888721-65-1 ]
[ 1195781-23-7 ]
[ 1195779-14-6 ]

Yield	Reaction Conditions	Operation in experiment
77%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 20h;	fluorophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (100 mg, 0.306 mmol) and l-(4- fluorophenyl) -beta-methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (90.8 mg, 0.367 mmol) in N, N-dimethylformamide (1.0 mL) were added HATU (151 mg, 0.397 mmol) and N, N- diisopropylethylamine (105 muL, 0.612 mmol), and the mixture was stirred at room temperature for 20 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate) to give a white solid. The obtained white solid was washed with ethyl acetate to give the title compound (131 mg, 77%) as a white solid. 1H-NMR (DMSOd6, 300 MHz) delta 0.66 - 0.92 (4H, m) , 1.87 - 1.93 (IH, m) , 2.07 (3H, s) , 6.70 (IH, d, J = 7.6 Hz), 7.01 - 7.18 (2H, m) , 7.26 - 7.56 (6H, m) , 7.97 (IH, d, J = 13.4 Hz), 8.02 (IH, s), 8.40 - 8.54 (2H, m) , 10.93 (IH, s), 11.98 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 249-250

9
[ 888721-65-1 ]
C₁₇H₁₄F₂N₄O₂ [ No CAS ]
[ 1195780-49-4 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 17h;	A mixed solution of N- [3-fluoro-6- (2-fluoro-4- nitrophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (15.2 mg, 0.041 mmol) , reduced iron (12.1 mg, 0.205 mmol) and ammonium chloride (21.9 mg, 0.41 mmol) in ethanol (1 mL) and water (0.2 mL) was stirred at 900C for 5 hr. The reaction mixture was diluted with ethyl acetate and saturated aqueous ammonium chloride solution and extracted twice with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. To a solution of the obtained residue and l-(4- fluorophenyl) -6-methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (12.2 mg, 0.0492 mmol) in N, N-dimethylformamide (1 mL) were added N,N-diisopropylethylamine (14 muL, 0.082 mmol) and HATU (18.7'mg, 0.0492 mmol), and the mixture was stirred at room temperature for 17 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The <n="294"/>obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=2/l-»ethyl acetate alone) to give a white solid. The obtained solid was washed with ethyl acetate and collected by filtration to give the title compound (8 mg, 34%) as a white solid.1H-NMR (DMSOd6, 300 MHz) delta 0.68 - 0.90 (4H, m) , 1.77 - 1.93 (IH, m) , 2.07 (3H, s) , 6.66 - 6.78 (IH, m) , 7.07 - 7.25 (2H, m) , 7.32 - 7.59 (6H, m) , 7.97 (IH, dd, J = 13.3, 2.4 Hz), 8.13 (IH, d, J = 2.3 Hz), 8.48 (IH, d, J = 7.6 Hz), 10.51 (IH, s) , 11.99 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 292-293

10
[ 888721-65-1 ]
C₁₆H₁₄FN₅O₂ [ No CAS ]
[ 1195780-59-6 ]

Yield	Reaction Conditions	Operation in experiment
44%	With N-ethyl-N,N-diisopropylamine; HATU; In ISOPROPYLAMIDE; at 20℃; for 16h;	To a solution of N- [6- (4-amino-2- fluorophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (150 mg, 0.458 mmol) and l-(4- fluorophenyl) -6-methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (170 mg, 0.687 mmol) in N, N-dimethylacetamide (3.0 mL) were added HATU (261 mg, 0.687 mmol) and N, N- diisopropylethylamine (120 muL, 0.687 mmol), and the mixture was stirred at room temperature for 16 hr. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The extract was washed with <n="297"/>saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=25/75->100/0) and the obtained solid was washed with ethyl acetate and collected by filtration to give the title compound (111 mg, 44%) as a white solid.1H-NMR (DMSOd6, 300 MHz) delta 0.78 - 0.83 (4H, m) , 1.98 - 2.07(IH, m) , 2.08 (3H, s) , 6.72 (IH, d, J = 8.4 Hz), 6.84 (IH, d, J = 2.7 Hz), 6.91 - 6.96 (IH, m) , 7.34 - 7.54 (6H, m) , 8.03(IH, dd, J = 12.9, 2.4 Hz), 8.50 (IH, d, J = 7.5 Hz), 8.80 (IH, d, J = 6.9 Hz), 10.99 (IH, s) , 12.08 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 295-296

11
[ 888721-65-1 ]
[ 1195781-35-1 ]
[ 1195778-87-0 ]

Yield	Reaction Conditions	Operation in experiment
81%	With N-ethyl-N,N-diisopropylamine; HATU; In ISOPROPYLAMIDE; at 20℃; for 20h;	To a solution of N- [6- (4-amino-3- fluorophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (150 mg, 0.46 mmol) in N, N- dimethylacetamide (3.0 mL) were added 1- (4-fluorophenyl) -6- methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (170 mg, 0.689 mmol), HATU (262 mg, 0.689 mmol) and N,N- diisopropylethylamine (120 muL, 0.689 mmol), and the mixture was stirred at room temperature for 20 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate and collected by filtration to give the title compound (208 mg, 81%) as a white solid. 1H-NMR (DMSO-d6, 300MHz) delta 0.77 - 0.81 (4H, m) , 1.86 - 1.96 (IH, m) , 2.07 (3H, s) , 6.70 (IH, d, J = 8.1 Hz), 6.86 - 6.92 (IH, m) , 7.06 - 7.12 (2H, m) , 7.40 - 7.52 (5H, m) , 8.04 (IH, s), 8.37 - 8.56 (3H, m) , 10.97 (IH, s) , 12.04 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 238-239

12
[ 888721-65-1 ]
[ 1195781-47-5 ]
[ 1195778-98-3 ]

Yield	Reaction Conditions	Operation in experiment
88%	With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 8h;	N- [5- (4-Amino-2-fluorophenoxy) [1,3] thiazolo[5, 4- b] pyridin-2-yl] cyclopropanecarboxamide (240 mg, 0.70 mmol), 1- (4 -fluorophenyl) -beta-methyl-2-oxo-l, 2-dihydropyridine-3- carboxylic acid (190 mg, 0.77 mmol) and HATU (340 mg, 0.91 mmol) were suspended in N, N' -dimethylformamide (3.0 inL) , and N, N-diisopropylethylamine (0.24 mL, 1.4 mmol) was added. After stirring at room temperature for 8 hr, the mixture was diluted with ethyl acetate (5.0 mL) and tetrahydrofuran (5.0 mL) . The mixture was washed twice with saturated aqueous sodium hydrogen carbonate solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and ethyl acetate was added to the residue. The resulting precipitate was collected by filtration to give the title compound (350 mg, 0.61 mmol, 88%) as a pale-yellow solid.1H-NMR (DMSO-d6, 300 MHz) delta 0.89 - 0.99 (4H, m) , 1.93 - 2.03 (IH, m) , 2.08 (3H, s) , 6.71 (IH, d, J=8.3 Hz), 7.19 (IH, d, J=8.7 Hz), 7.32 (IH, t, J=8.8 Hz), 7.40 - 7.55 (5H, m) , 7.95 (IH, dd, J=12.9, 2.4 Hz) , 8.17 (IH, d, J=8.7 Hz) , 8.50 (IH, d, J=7.6 Hz) , 12.03 (IH, s) , 12.69 (IH, s) .

Reference： [1]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 243-244

13
[ 1175127-62-4 ]
[ 888721-65-1 ]

Yield	Reaction Conditions	Operation in experiment
74%	With sulfuric acid; water; at 120℃; for 20h;	1- (4-Fluorophenyl) -beta-methyl-2-oxo-l, 2-dihydropyridine-3- carbonitrile (3 g, 13.1 ?unol) was dissolved in cone, sulfuric acid (6.0 inL) and water (6.0 rtiL) , and the mixture was stirred with heating at 120C for 20 hr. 8N Aqueous sodium hydroxide solution was added to the reaction solution, and the mixture was washed with ethyl acetate. 2N hydrochloric acid was added to the aqueous layer, and the mixture was extracted twice with ethyl acetate. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered, and the solvent was evaporated under reduced pressure. The residue was washed with diethyl ether and collected by filtration to give the title compound (2.41 g, 74%) as a pale-brown solid. 1H-NMR (DMSO-C-6, 300 MHz) delta 2.10 (3H, s) , 6.80 (IH, d, J = 7.9 Hz), 7.37 - 7.58 (4H, m) , 8.41 (IH, d, J = 7.9 Hz), 14.21 (IH, s) .

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[2]Patent: WO2009/136663,2009,A1 .Location in patent: Page/Page column 156-157

Yield	Reaction Conditions	Operation in experiment
67%	With sodium ethanolate; In ethanol; at 80℃; for 3h;	General procedure: Ethyl 3-oxo-3- (phenylamino) propionate dissolved in 3 mL of ethanol to (220 mg, 1.06 mmol), 1,1-dimethoxy-3-butanone (0.17 mL, 1.27 mmol) and sodium ethoxide (20 wt% in EtOH, 1.2 mL) were added sequentially and at 80 C. for 3 hours. Stirred. The mixture was cooled to room temperature, concentrated under reduced pressure, and slowly added dropwise 1N hydrochloric acid to the residue, followed by extraction with dichloromethane. The separated organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue obtained was washed with ethyl acetate: hexane (1: 1) solution and dried to obtain the title compound (0.15 g, yield: 62%, brown solid)

15
[ 888721-65-1 ]
[ 1206800-76-1 ]
[ 1206801-38-8 ]

Yield	Reaction Conditions	Operation in experiment
82%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 36h;	EXAMPLE 48 N-(4-(6-Amino-1-methyl-1H-indazol-5-yloxy)-3-fluorophenyl)-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide methanesulfonate To a 10 mL screw-cap vial is added 5-(4-amino-2-fluorophenoxy)-N-benzhydryl-1-methyl-1H-indazol-6-amine (91 mg, 208 mumol), <strong>[888721-65-1]1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid</strong> (66.7 mg, 269.78 mumol), EDCI (90.9 mg, 466.9 mumol) and HOBt (47.7 mg, 311.3 mumol) followed by DMF (2 mL, 25.9 mmol). To the mixture is added DIPEA (90.5 muL, 518.8 mumol) and the mixture is stirred at RT for 12 hours. Additional EDCI (50 mg), HOBt (25 mg), DIPEA (0.02 mL), and <strong>[888721-65-1]1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid</strong> (40 mg) are added and the mixture is stirred for an additional 24 hours. The reaction is diluted into EtOAc (100 mL) and washed with saturated aqueous sodium chloride (325 mL). The combined aqueous solution is extracted with EtOAc (125 mL). The combined organic (100 mL) and washed with saturated aqueous sodium chloride (325 mL). The combined aqueous solution is extracted with EtOAc (125 mL). The combined organic solution is dried over Na2SO4, filtered, and concentrated to dryness. The residue is purified on a silica gel column eluding with DCM (A) and a 10% MeOH in DCM solution (B), gradient from 100% (A) to 90%(A): 10%(B) over 60 min to give a clear wax material as the desired product (114 mg, 82% yield). MS (m/z) 667.8 (M+H).

Reference： [1]Patent: US2010/22529,2010,A1 .Location in patent: Page/Page column 33

16
[ 888721-65-1 ]
[ 1206800-56-7 ]
[ 1206801-36-6 ]

Yield	Reaction Conditions	Operation in experiment
87%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃;Product distribution / selectivity;	EXAMPLE 1 N-(3-Fluoro-4-(1-methyl-6-(1H-pyrazol-4-yl)-1H-indazol-5-yloxy)phenyl)-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide To a 100 mL round bottom flask is added tert-butyl 4-(5-(4-amino-2-fluorophenoxy)-1-methyl-1H-indazol-6-yl)-1H-pyrazole-1-carboxylate (1.43 g, 3.38 mmol), 1-(4-flurorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (1.25 g, 5.07 mmol), EDCI (1.48 g, 7.6 mmol) and HOBt (776 mg, 5.07 mmol) followed by DMF (15 mL, 193.99 mmol) and then DIPEA (1.47 mL, 8.44 mmol). The mixture is allowed to stir at RT overnight. The reaction mixture is diluted into EtOAc (300 mL) and washed with saturated aqueous sodium chloride (5×100 mL). The combined aqueous solution is extracted with EtOAc (1×100 mL) and then the combined organic solutions are dried over N2SO4, filtered, and concentrated to dryness. The solid is purified on a silica gel column eluting with DCM (A) and a 10% MeOH in a DCM solution (B), gradient from 100% (A) to 80% (A):20% (B) over 70 min to give tert-butyl 4-(5-(2-fluoro-4-(1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamido)phenoxy)-1-methyl-1H-indazol-6-yl)-1H-pyrazole-1-carboxylate as a gold solid (2.20 g, 87% yield). MS (m/z): 653. (M+H), 675 (M+Na).To a round bottom flask is added tert-butyl 4-(5-(2-fluoro-4-(1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamido)phenoxy)-1-methyl-1H-indazol-6-yl)-1H-pyrazole-1-carboxylate (1.92 g, 2.94 mmol) and DCM (50 mL) followed by triethylsilane (1.88 mL, 11.77 mmol) and TFA (17.8 mL, 235.35 mmol). The reaction mixture is allowed to stir at RT for 1.5 hours. The solvent is removed and diluted into DCM (150 mL) and washed with saturated aqueous NaHCO3 solution (2×100 mL). The organic solution is dried with Na2SO4, and concentrated under reduced pressure to give a solid material. The solid is purified on a silica gel column eluting with DCM (A) abd a 10% MeOH in DCM solution (B), gradient from 100% (A) to 75%(A):25%(B) over 70 min, held at this 75:25 ratio for 15 min to give the title compound as an off-white solid. The solid is dissolved in hot EtOH (50 mL) followed by a portion-wise addition of distilled water (250 mL) causing a white solid to precipitate. The solid is filtered over a Buchner funnel and washed with distilled water (3×15 mL), air dried, and vacuum dried at 60 C. for 15 hours to give the title compound as an off-white solid (1.27 g, 78% yield). MS (m/z): 552.8 (M+H).

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[2]Patent: US2010/22529,2010,A1 .Location in patent: Page/Page column 18-19

17
[ 888721-65-1 ]
[ 1206799-15-6 ]

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[2]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[3]Organic Process Research and Development,2015,vol. 19,p. 1411 - 1417
[4]Organic Process Research and Development,2019,vol. 23,p. 870 - 881

18
[ 888721-65-1 ]
[ 1206801-36-6 ]

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510

19
[ 888721-65-1 ]
C₁₄H₁₁BrFN₃O [ No CAS ]
[ 1577180-07-4 ]

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510

20
[ 104330-60-1 ]
[ 4652-27-1 ]
[ 888721-65-1 ]

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510

21
[ 371-40-4 ]
[ 888721-65-1 ]

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[2]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[3]Patent: WO2020/47184,2020,A1

22
[ 1735-88-2 ]
[ 888721-65-1 ]

Reference： [1]Organic Process Research and Development,2014,vol. 18,p. 501 - 510
[2]Patent: WO2009/136663,2009,A1

23
[ 888721-65-1 ]
[ 108-12-3 ]
C₁₈H₁₈FNO₄ [ No CAS ]

Reference： [1]Organic Process Research and Development,2015,vol. 19,p. 1411 - 1417

24
[ 888721-65-1 ]
N-(4-((6-(1-(1-ethoxyethyl)-1H-pyrazol-4-yl)-1-methyl-1H-indazol-5-yl)oxy)-3-fluorophenyl)-1-(4-fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxamide [ No CAS ]

Reference： [1]Organic Process Research and Development,2015,vol. 19,p. 1411 - 1417
[2]Organic Process Research and Development,2019,vol. 23,p. 870 - 881

25
[ 888721-65-1 ]
[ 1195779-29-3 ]

Reference： [1]Patent: WO2009/136663,2009,A1

26
[ 888721-65-1 ]
[ 1195780-93-8 ]

Reference： [1]Patent: WO2009/136663,2009,A1

27
[ 888721-65-1 ]
[ 1195781-14-6 ]
[ 1195780-79-0 ]

Reference： [1]Patent: WO2009/136663,2009,A1

28
[ 888721-65-1 ]
[ 1195781-35-1 ]
[ 1195780-84-7 ]

Reference： [1]Patent: WO2009/136663,2009,A1

29
[ 888721-65-1 ]
[ 3282-30-2 ]
C₁₈H₁₈FNO₄ [ No CAS ]

Reference： [1]Organic Process Research and Development,2019,vol. 23,p. 870 - 881

30
[ 130112-64-0 ]
[ 51731-17-0 ]
[ 888721-65-1 ]

Yield	Reaction Conditions	Operation in experiment
550 mg	With methanol; sodium methylate In ethanol at 65℃; for 12h;	25.2 Step 2: 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid (HA1- 1): To a solution of Compound 25-1 (1.0 g, 4.7 mmol, 1 eq) in EtOH (10 mL) was added 25% NaOMe in MeOH (2.35 g, 11 mmol, 2.3 eq) followed by the addition of (E)-4-methoxybut-3-en-2-one (521 mg, 5.2 mmol, 0.5 mL, 1.1 eq) and the resulting reaction mixture was stirred at 65 °C for 12 h. The reaction mixture was concentrated to remove the solvent and the pH adjusted 5 with aq HCl solution (3 M). The resulting suspension was filtrated, and the filtrate was concentrated to dryness to give Compound HA1-1 (550 mg, 47% yield) which was used in subsequent reactions without further purification.1H NMR (400 MHz, DMSO-d6) d 14.21 (s, 1H), 8.40 (d, 1H), 7.54-7.49 (m, 2H), 7.47-7.41 (m, 2H), 6.80 (d, 1H), 2.09 (s, 3H); MS for C13H10FNO3: m/z 248 (MH+)

Reference： [1]Current Patent Assignee: EXELIXIS INC - WO2021/62245, 2021, A1 Location in patent: Paragraph 01066

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Ghs Precautionary Statements

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P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 888721-65-1 ] {[proInfo.proName]}

Quality Control of [ 888721-65-1 ]

Related Doc. of [ 888721-65-1 ]

Product Details of [ 888721-65-1 ]

Calculated chemistry of [ 888721-65-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 888721-65-1 ]

Application In Synthesis of [ 888721-65-1 ]

[ 888721-65-1 ] Synthesis Path-Upstream 1~5

[ 888721-65-1 ] Synthesis Path-Downstream 1~30

Related Functional Groups of [ 888721-65-1 ]

Fluorinated Building Blocks

Aryls

Amides

Carboxylic Acids

Related Parent Nucleus of [ 888721-65-1 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 888721-65-1 ]

Related Parent Nucleus of
[ 888721-65-1 ]