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Structure of 55240-51-2

Chemical Structure| 55240-51-2

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Product Details of [ 55240-51-2 ]

CAS No. :55240-51-2
Formula : C12H9NO2
M.W : 199.21
SMILES Code : O=C(O)C1=CC=NC(C2=CC=CC=C2)=C1
MDL No. :MFCD03086008
InChI Key :OMMKWOVBOKXXQU-UHFFFAOYSA-N
Pubchem ID :2762845

Safety of [ 55240-51-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Computational Chemistry of [ 55240-51-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 15
Num. arom. heavy atoms 12
Fraction Csp3 0.0
Num. rotatable bonds 2
Num. H-bond acceptors 3.0
Num. H-bond donors 1.0
Molar Refractivity 56.63
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

50.19 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

1.55
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.36
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.45
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

0.5
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.37
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.85

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.02
Solubility 0.189 mg/ml ; 0.000951 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.05
Solubility 0.176 mg/ml ; 0.000883 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-3.92
Solubility 0.0239 mg/ml ; 0.00012 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.84 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

1.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.56

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.82

Application In Synthesis of [ 55240-51-2 ]

* 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.

  • Downstream synthetic route of [ 55240-51-2 ]

[ 55240-51-2 ] Synthesis Path-Downstream   1~29

  • 1
  • 2-chloro-6-phenyl-isonicotinic acid [ No CAS ]
  • [ 55240-51-2 ]
  • 2
  • [ 3475-21-6 ]
  • [ 55240-51-2 ]
YieldReaction ConditionsOperation in experiment
84% With selenium(IV) oxide; In pyridine;Heating / reflux; 2-phenyl-4-methylpyridine (6 g, 35.4 mmol) and SeO2 (24 g, 216 mmol) were refluxed in pyridine (100 ml) overnight under argon. The mixture was then filtered through celite while hot. The Celite filter cake was rinsed with pyridine (3x50 ml) and the resulting filtrate evaporated to dryness. The solid thus obtained was triturated in water (200 ml) and filtered off. The resulting brown solid was suspended in a mixture of water (150 ml) and MeOH (200 ml) and made basic by addition of an aqueous NaOH solution. The mixture was then filtered over Celite to removed some insoluble materials. The filtrate was then acidified with concentrated HCl. MeOH was evaporated and the formed precipitate was filtered, washed with water, then small portions Of Et2O (3x20 ml) and finally dried to afford 5.9 g (84%) of the titled compound as a slightly brown solid.
  • 4
  • [ 55240-51-2 ]
  • [ 15028-40-7 ]
  • Phenyl-[(2-phenyl-pyridine-4-carbonyl)-amino]-acetic acid methyl ester [ No CAS ]
  • 7
  • [ 55240-51-2 ]
  • 2-Phenyl-pyridin-4-carbonylchlorid [ No CAS ]
  • 8
  • [ 55240-51-2 ]
  • <i>N</i>-[4-(3,4-dimethyl-isoxazol-5-ylsulfamoyl)-phenyl]-2-phenyl-isonicotinamide [ No CAS ]
  • 9
  • [ 55240-51-2 ]
  • [ 18107-18-1 ]
  • [ 4634-14-4 ]
YieldReaction ConditionsOperation in experiment
In methanol; hexane; benzene; at 0 - 20℃; for 8h; A solution of <strong>[55240-51-2]2-phenylisonicotinic acid</strong> (459 mg, 2.30 mmol) in 9:1 benzene/methanol (20 mL) was cooled to 0 C., and treated with the dropwise addition of a 2.0 M hexane solution of (trimethylsilyl)diazomethane (1.15 mL, 2.30 mmol). The mixture was allowed to come to room temperature and stirred for 6 h. Analysis by TLC indicated incomplete reaction, so the mixture was treated with additional (trimethylsilyl)diazomethane solution (230 muL, 0.23 mmol), and the reaction was stirred for an additional 2 h. TLC of the mixture remained unchanged. The solvent was stripped, and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate. The layers were separated, the organic phase was washed 2* with saturated sodium bicarbonate, the combined aqueous phases were extracted with ethyl acetate, and the combined organic phases were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified over silica gel, eluding with 20% ethyl acetate/heptane, to yield 372 mg of methyl 2-phenylisonicotinate as a colorless oil. 1H NMR (400 MHz, CDCl3) delta ppm 8.83 (d, J=5.27 Hz, 1 H), 8.29 (s, 1 H), 8.04 (d, J=7.03 Hz, 2 H), 7.77 (d, J=3.52 Hz, 1 H), 7.51-7.42 (m, 3 H), 3.98 (s, 3 H).
In methanol; hexane; benzene; at 0 - 20℃; Preparation H1, Step 2: A solution of <strong>[55240-51-2]2-phenylisonicotinic acid</strong> (459 mg, 2.30 mmol) in 9:1 benzene/methanol (20 mL) was cooled to 0 C., and treated with the dropwise addition of a 2.0 M hexane solution of (trimethylsilyl)diazomethane (1.15 mL, 2.30 mmol). The mixture was allowed to come to room temperature and stirred for 6 h. Analysis by TLC indicated incomplete reaction, so the mixture was treated with additional (trimethylsilyl)diazomethane solution (230 muL, 0.23 mmol), and the reaction was stirred for an additional 2 h. TLC of the mixture remained unchanged. The solvent was stripped, and the residue was partitioned between ethyl acetate and saturated sodium bicarbonate. The layers were separated, the organic phase was washed 2* with saturated sodium bicarbonate, the combined aqueous phases were extracted with ethyl acetate, and the combined organic phases were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified over silica gel, eluding with 20% ethyl acetate/heptane, to yield 372 mg of methyl 2-phenylisonicotinate as a colorless oil. 1H NMR (400 MHz, CDCl3) delta ppm 8.83 (d, J=5.27 Hz, 1 H), 8.29 (s, 1 H), 8.04 (d, J=7.03 Hz, 2 H), 7.77 (d, J=3.52 Hz, 1 H), 7.51-7.42 (m, 3 H), 3.98 (s, 3 H).
  • 10
  • [ 66572-56-3 ]
  • [ 98-80-6 ]
  • [ 55240-51-2 ]
YieldReaction ConditionsOperation in experiment
57% 2-bromoisonicotinic acid (0.210 g, 1.040 mmol) was dissolved in degassed DME (Volume: 8 ml) under nitrogen. Tetrakis(triphenylphosphine)palladium(0) (0.060 g, 0.052 mmol) was added, the resulting reaction mixture was stirred for 15 min. Then aqueous potassium carbonate (4.16 ml, 8.32 mmol) and phenylboronic acid (0.171 g, 1.403 mmol) were added subsequently. The resulting RM was refluxed at 95 C. for 18 h and then cooled to rt. After filtration over celite the reaction mixture was acidified to pH 3-4 and the white precipitate was filtered off and washed with water This resulted in a white powder after recrystallization from 2-methoxyethanol. Yield: 0.106 g, 57%. 1H NMR (400 MHz, DMSO-d6): delta 7.44-7.60 (m, 3H), 7.71-7.86 (dd, J=4.9, 1.5 Hz, 1H), 8.05-8.19 (m, 2H), 8.23-8.35 (t, J=1.2 Hz, 1H), 8.79-8.93 (dd, J=5.1, 0.8 Hz, 1H), 13.56-13.97 (s, 1H). UPLC I (ESI) Rt 1.37 min, m/z 200.5 [M+H]+ (92%).
47% With potassium carbonate;palladium diacetate; In water;Reflux; To a flask containing 237 mg (1.18 mmol) of 2-bromopyridine-4-carboxylic acid, 213 mg ( 1.75 mmol) of phenylboronic acid, and 26 mg (0.12 mmol) of Pd(OAc)2 was added a large excess of K2CO3 (1627 mg, 1 1.79 mmol) in 20 mL H20. The solution was refluxed overnight to produce a dark black suspension that was filtered to yield a dark black filtrate, which was then acidified to a pH of 4 using 2M HC1 to precipitate 1 10 mg of a white solid (yield = 47%). NMR (DMSO-d6): delta 7.50 (m, 3H), 7.77 (dd, 1H, J = 5 Hz, l = lHz), 8.12 (d, 2H, J = 5 Hz), 8.28 (s, 1H), 8.85 (d, 1H, 3 J = 5 Hz), 13.85 (vbr, 1H)
A mixture of 2-bromo-4-pyridinecarboxylic acid (1.1 g, 5.45 mmol), phenylboronic acid (1.3 g, 10.9 mmol), 2.0 M potassium phosphate (aq) (8.2 mL, 16.34 mmol), and DMF (10 mL) in a 20 mL microwave tube was degassed under vacuum/Ar. A catalytic amount of tetrakis(triphenylphosphine)palladium(0) was added to the tube, the mixture was degassed again, the tube was sealed, and the reaction was heated at 150 C. in the microwave for 30 min. The reaction mixture was filtered, the filtrate was concentrated in-vacuo, and the residue was dissolved in water (10 mL). The mixture was acidified to pH=6 with the addition of 1.0 N HCl, and the resulting precipitate was collected by filtration, rinsed with two portions of ice-cold water, and air dried to yield 575 mg of 2-phenylisonicotinic acid as an off-white solid. MS (ES+)=200 (M+H+).
Preparation H1: Synthesis of lithium 2-phenylisonicotinate, N-oxide Preparation H1, Step 1: A mixture of 2-bromo-4-pyridinecarboxylic acid (1.1 g, 5.45 mmol), phenylboronic acid (1.3 g, 10.9 mmol), 2.0 M potassium phosphate (aq) (8.2 mL, 16.34 mmol), and DMF (10 mL) in a 20 mL microwave tube was degassed under vacuum/Ar. A catalytic amount of tetrakis(triphenylphosphine)palladium(0) was added to the tube, the mixture was degassed again, the tube was sealed, and the reaction was heated at 150 C. in the microwave for 30 min. The reaction mixture was filtered, the filtrate was concentrated in-vacuo, and the residue was dissolved in water (10 mL). The mixture was acidified to pH=6 with the addition of 1.0 N HCl, and the resulting precipitate was collected by filtration, rinsed with two portions of ice-cold water, and air dried to yield 575 mg of 2-phenylisonicotinic acid as an off-white solid. MS (ES+)=200 (M+H+).
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,2-dimethoxyethane; water; at 95℃; for 18h;Inert atmosphere; Stepl : 2-phenylisonicotinic acid 2-bromoisonicotinic acid (0.210 g, 1 .040 mmol) was dissolved in degassed DME (Volume: 8 ml) under nitrogen. Tetrakis(triphenylphosphine)palladium(0) (0.060 g, 0.052 mmol) was added, the resulting reaction mixture was stirred for 15min.Then aqueous potassium carbonate (4.16 ml, 8.32 mmol) and phenylboronic acid (0.171 g, 1 .403 mmol) were added subsequently. The resulting RM was refluxed at 95 C for 18h and then cooled to rt. After filtration over celite the reaction mixture was acidified to pH 3-4 and the white precipitate was filtered off and washed with water. This resulted in a white powder after recrystallization from 2-methoxyethanol. Yield: 0.1 06 g, 57%. 1 H NMR (400 MHz, DMSO-c): delta 7.44 - 7.60 (m, 3H), 7.71 - 7.86 (dd, J = 4.9, 1 .5 Hz, 1 H), 8.05 - 8.19 (m, 2H), 8.23 - 8.35 (t, J = 1 .2 Hz, 1 H), 8.79 - 8.93 (dd, J = 5.1 , 0.8 Hz, 1 H), 13.56 - 13.97 (s, 1 H). UPLC I (ESI) Rt 1 .37 min, m/z 200.5 [M+H]+ (92%). - -
2-Bromoisonicotinic acid (2.02 g, 10 mmol) was dissolved in DMF (80 mL) under argon. Pd(PPh3)4 (0.6 g, 0.52 mmol) was added, and the reaction mixture was stirred at room temperature for 15 min. Na2CO3 (aq. 2N, 40 mL) was then added, followed by the addition of phenylboronic acid (1.67 g, 13.7 mmol). The reaction mixture was heated at 95C (18 h), cooled to room temperature and filtered through <n="76"/>a celite pad. Water (80 mL) was added, and the mixture was acidified with HCl (2 N) to pH = 4. The precipitate was collected via filtration and rinsed with water (2 x 7 mL). The crude product was recrystallized from 2-methoxylethanol to give 2- phenylisonicotinic acid as a grey solid (1.2 g). 1HNMR (DMSO-d6, 400 MHz): delta 7.51 (m, 3H), 7.78 (d, J=4.8 Hz, 1H), 8.13 (t, J=1.6 Hz, 2H), 8.29 (s, 1H), 8.85 (d, j=4.8 Hz, 1H), 13.73 (bs, 1H).

  • 11
  • [ 67-56-1 ]
  • [ 55240-51-2 ]
  • [ 4634-14-4 ]
YieldReaction ConditionsOperation in experiment
72% With sulfuric acid;Heating / reflux; <strong>[55240-51-2]2-phenyl-4-carboxypyridine</strong> (3 g, 15 mmol) was refluxed overnight in MeOH (70 ml) and H2SO4 (4 ml). After evaporation of the solvent, water (100 ml) was added and the mixture was neutralized with saturated NaHCO3 solution. The aqueous phase was then extracted with CH2Cl2 (2x100 ml). The combined organic fractions were washed with water (100 ml), brine (50 ml) and dried over MgSO4. The crude compound was then flash chromatographed (SiO2, CH2Cl2) to afford 2.3 g (72%) of the titled compound as a colourless oil.
  • 12
  • [ 345911-20-8 ]
  • [ 55240-51-2 ]
  • silver nitrate [ No CAS ]
  • [Ru(2,2'-bipyridine)2(2-phenylpyridine-4-carboxylic acid(-H))]NO3 [ No CAS ]
  • 14
  • [ 55240-51-2 ]
  • [ 15746-57-3 ]
  • [Ru(bpy)2(ppy-CO2H)]NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
14% With silver nitrate; sodium hydroxide; In water; for 18h;Reflux; To a flask containing 1 10 mg (0.553 mmol) of Hppy-C02H, 275 mg (0.529 mmol) of Ru(bpy)2Cl2, 183 mg (1.08 mmol) of AgN03, and 28 mg (0.70 mmol) of NaOH was added 30 mL of a degassed aqueous methanol solution (H20:MeOH 1 :5 v/v). The reaction mixture was heated at reflux for 18 hrs, cooled, and then filtered through celite to afford a dark red/orange filtrate. The solvent was removed in vacuo and then passed through a silica column (acetone:MeOH:KN03 (sal, aq) 2: 1 : 1). The sample was passed through a silica column (MeOH:CHCl3 3: 1) a second time and 56 mg of a red-purple product was obtained after recrystallization from CH2CI2 and hexanes (yield = 14 %). NMR (CD3OD): 6.42 (dd, 1H, J = 7 Hz, l = 1 Hz), 6.79 (td, 1H, J = 7 Hz, l = 1 Hz), 6.89 (td, 1H, = 7 Hz, 4./ = 1 Hz), 7.19-7.28 (m, 3H), 7.31 , (dd, 1H, J = 6 Hz, 4 J = 2 Hz), 7.46 (ddd, 1H, 3 J = 7 Hz, 5 Hz, 4 J = 1 Hz), 7.58 (d, 1H, 3 J = 6 Hz, 4 J = 1 Hz), 7.72- 7.91 (m, 7H), 8.02 (ddd, 1H, 3 J = 8 Hz, 8 Hz, J = 1 Hz), 8.10 (ddd, 1H, J = 5 Hz, 4J = 2 Hz, = 1 Hz), 8.41 (d, 1H, J = 8 Hz), 8.45 (d, 1H, 4 J = 1 Hz), 8.45 (d, 1H, J = 8 Hz), 8.51 (d, 1H, J = 8 Hz), 8.61 (d, 1H, J = 8 Hz). ESI-MS: m/z, 612.0 (calcd for {M+} 612.1) 13C NMR (CD3OD with 1 drop of NaOD): 194, 172, 169, 159, 159, 158, 157, 156, 151 , 151 , 151 , 150, 147, 146, 138, 136, 136, 135, 135, 130, 128, 128, 127, 127, 125, 125, 125, 124, 124, 123, 122, 1 19. Anal. Calcd. for C32H24N605Ru + CH3OH: C, 56.17; H, 4.00; N, 1 1.91. Found: C, 57.45; H, 4.40; N, 10.38.
  • 15
  • [ 55240-51-2 ]
  • C42H29N3O [ No CAS ]
  • 16
  • [ 55240-51-2 ]
  • [ 4634-12-2 ]
  • 17
  • phenylenediamine [ No CAS ]
  • [ 55240-51-2 ]
  • C20H19N3O3S [ No CAS ]
  • 18
  • phenylenediamine [ No CAS ]
  • [ 55240-51-2 ]
  • [ 1359858-38-0 ]
  • 19
  • [ 55240-51-2 ]
  • [ 20503-40-6 ]
  • [ 1430330-70-3 ]
YieldReaction ConditionsOperation in experiment
46% With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20℃; for 28h;Inert atmosphere; General procedure: To a solution of cyanoacetic acid (340 mg, 4.0 mmol) and 1,1-dioxo-1H-1lambda6-benzo[b]thiophen-6-ylamine (362 mg, 2.0 mmol) in 10 mL of CH2Cl2 was added DIPEA (774 mg, 6.0 mmol). HBTU (1.14 g, 3.0 mmol) was added at 0 C. The resulting mixture was stirred at r.t. for 28 h. The reaction mixture was diluted with CH2Cl2 (80 mL) and washed with water (20 mL). The organic layer was separated and dried with anhydrous Na2SO4. The solution was concentrated to give a crude product, which was purified with silica gel column (EtOAc/hexane = 1/1) to obtain the desired product (400 mg, 81%) as a yellow solid (mp 207-208 C). HPLC purity 98.6% (tR = 10.93 min). 1H NMR (600 MHz, DMSO-d6) delta 10.79 (s, 1H), 8.04 (s, 1H), 7.67-7.69 (m, 1H), 7.60 (d, 1H, J = 7.2 Hz), 7.57 (d, 1H, J = 7.8 Hz), 7.30 (d, 1H, J = 7.2 Hz), 3.98 (s, 2H). 13C NMR (150 MHz, DMSO-d6) delta 162.0, 140.7, 137.3, 132.8, 130.3, 126.7, 126.1, 123.4, 115.6, 111.4, 27.0. HRMS (ESI) calcd for C11H19N2O3S 249.0328 (M + H)+, found 249.0330.
  • 20
  • [ 55240-51-2 ]
  • [ 1416048-27-5 ]
  • [ 1416048-47-9 ]
  • 21
  • [ 55240-51-2 ]
  • [ 1428264-81-6 ]
  • [ 1448440-56-9 ]
  • 22
  • [ 55240-51-2 ]
  • methyl 2-(3'-fluoro-[1,1'-biphenyl]-2-yl)isonicotinate [ No CAS ]
  • 23
  • [ 55240-51-2 ]
  • 2-(3'-fluoro-[1,1'-biphenyl]-2-yl)isonicotinic acid [ No CAS ]
  • 24
  • [ 55240-51-2 ]
  • [ 625-98-9 ]
  • C24H15F2NO2 [ No CAS ]
  • 5-(3-fluorophenyl)-2-phenylisonicotinic acid [ No CAS ]
  • 2-(3'-fluoro-[1,1'-biphenyl]-2-yl)isonicotinic acid [ No CAS ]
  • 25
  • [ 55240-51-2 ]
  • [ 80-17-1 ]
  • N'-(2-phenylisonicotinoyl)benzenesulfonohydrazide [ No CAS ]
  • 26
  • [ 4634-14-4 ]
  • [ 55240-51-2 ]
  • 27
  • [ 26156-48-9 ]
  • [ 55240-51-2 ]
  • 28
  • [ 98-80-6 ]
  • [ 55240-51-2 ]
  • 29
  • [ 55240-51-2 ]
  • 1-(2-amino-1H-benzo[d]imidazol-1-yl)-2-methylpropan-2-ol [ No CAS ]
  • N-[1-(2-hydroxy-2-methyl-propyl)-1H-benzoimidazol-2-yl]-2-phenyl-isonicotinamide [ No CAS ]
 

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Technical Information

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[ 55240-51-2 ]

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Chemical Structure| 39774-28-2

A374742 [39774-28-2]

6-Phenylpicolinic acid

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Chemical Structure| 4385-78-8

A239991 [4385-78-8]

3-(Pyridin-4-yl)benzoic acid

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Carboxylic Acids

Chemical Structure| 10349-57-2

A104604 [10349-57-2]

Quinoline-6-carboxylic acid

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Chemical Structure| 7250-53-5

A121026 [7250-53-5]

Quinoline-5-carboxylic acid

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Chemical Structure| 635-80-3

A171706 [635-80-3]

2-Methylquinoline-6-carboxylic acid

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Chemical Structure| 55706-57-5

A207840 [55706-57-5]

6-Methylquinoline-8-carboxylic acid

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Chemical Structure| 86-59-9

A248196 [86-59-9]

Quinoline-8-carboxylic acid

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Related Parent Nucleus of
[ 55240-51-2 ]

Pyridines

Chemical Structure| 191535-55-4

A143856 [191535-55-4]

2-Isopropylisonicotinic acid

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Chemical Structure| 91940-84-0

A483379 [91940-84-0]

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Chemical Structure| 144501-28-0

A944510 [144501-28-0]

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Chemical Structure| 158014-74-5

A198410 [158014-74-5]

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Chemical Structure| 4021-11-8

A191406 [4021-11-8]

2-Methylisonicotinic acid

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