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[ CAS No. 586-98-1 ] {[proInfo.proName]}

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Chemical Structure| 586-98-1
Chemical Structure| 586-98-1
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Product Details of [ 586-98-1 ]

CAS No. :586-98-1 MDL No. :MFCD00006348
Formula : C6H7NO Boiling Point : -
Linear Structure Formula :(CH2OH)C5H4N InChI Key :SHNUBALDGXWUJI-UHFFFAOYSA-N
M.W : 109.13 Pubchem ID :11474
Synonyms :
Chemical Name :Pyridin-2-ylmethanol

Calculated chemistry of [ 586-98-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.17
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 30.36
TPSA : 33.12 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.92 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.15
Log Po/w (XLOGP3) : 0.06
Log Po/w (WLOGP) : 0.42
Log Po/w (MLOGP) : -0.14
Log Po/w (SILICOS-IT) : 1.25
Consensus Log Po/w : 0.55

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.04
Solubility : 9.88 mg/ml ; 0.0905 mol/l
Class : Very soluble
Log S (Ali) : -0.31
Solubility : 53.6 mg/ml ; 0.491 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.79
Solubility : 1.77 mg/ml ; 0.0162 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.05

Safety of [ 586-98-1 ]

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 [ 586-98-1 ]

* 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 [ 586-98-1 ]
  • Downstream synthetic route of [ 586-98-1 ]

[ 586-98-1 ] Synthesis Path-Upstream   1~16

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  • [ 586-98-1 ]
  • [ 20845-34-5 ]
Reference: [1] Journal of the American Chemical Society, 1958, vol. 80, p. 2743
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  • [ 2044-73-7 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 11, p. 1437 - 1442
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  • [ 586-98-1 ]
  • [ 74-88-4 ]
  • [ 23579-92-2 ]
Reference: [1] Patent: US3966945, 1976, A,
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  • [ 23579-92-2 ]
Reference: [1] Yakugaku Zasshi, 1959, vol. 79, p. 1277,1280[2] Chem.Abstr., 1960, p. 4566
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  • [ 586-98-1 ]
  • [ 2739-97-1 ]
Reference: [1] ChemMedChem, 2015, vol. 10, # 11, p. 1875 - 1883
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  • [ 1658-42-0 ]
Reference: [1] ChemMedChem, 2015, vol. 10, # 11, p. 1875 - 1883
  • 7
  • [ 100-70-9 ]
  • [ 67-56-1 ]
  • [ 586-98-1 ]
  • [ 83621-01-6 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1982, vol. 55, # 9, p. 2906 - 2910
[2] Bulletin of the Chemical Society of Japan, 1982, vol. 55, # 9, p. 2906 - 2910
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  • [ 100-70-9 ]
  • [ 64-17-5 ]
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  • [ 83621-01-6 ]
Reference: [1] Bulletin of the Chemical Society of Japan, 1982, vol. 55, # 9, p. 2906 - 2910
  • 9
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  • [ 6959-47-3 ]
Reference: [1] Patent: EP2606970, 2013, A1, . Location in patent: Page/Page column
[2] Organic and Biomolecular Chemistry, 2012, vol. 10, # 36, p. 7372 - 7381
[3] ChemMedChem, 2015, vol. 10, # 11, p. 1875 - 1883
[4] Patent: EP528172, 1993, A1,
[5] Dalton Transactions, 2014, vol. 43, # 18, p. 6769 - 6785
  • 10
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  • [ 378797-57-0 ]
  • [ 6959-47-3 ]
Reference: [1] Patent: EP2606970, 2013, A1, . Location in patent: Page/Page column
  • 11
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  • [ 50501-38-7 ]
Reference: [1] Tetrahedron Asymmetry, 1998, vol. 9, # 19, p. 3437 - 3443
[2] Tetrahedron Asymmetry, 1998, vol. 9, # 19, p. 3437 - 3443
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  • [ 524955-09-7 ]
YieldReaction ConditionsOperation in experiment
33% With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran 1C.
Preparation of 3-chloro-4-(pyridin-2-ylmethoxy)-phenylamine
To a mixture of 4-amino-2-chloro-phenol (1.0 g, 6.96 mmol), 2-hydroxymethylpyridine (1.52 g, 13.92 mmol), Ph3P (3.65 g, 13.92 mmol) in THF (30 ml) was added DIAD (2.74 ml, 13.92 mmol).
The reaction mixture was stirred overnight and then concentrated in vacuo, and dissolved in EtOAc (100 ml).
The resulting solution was extracted with 1N HCl (60 ml); the aqueous layer was washed with EtOAc (2*60 ml), then basified with solid NaHCO3.
The mixture was extracted with EtOAc (2*100 ml) and the combined EtOAc extracts were washed with brine (1*40 ml), dried (MgSO4), filtered and concentrated in vacuo.
The residue was purified by silica gel flash column to give IC (0.54 g, 33percent) (50percent-80percent EtOAc-Hexanes).
Analytical HPLC retention time=0.61 min. (YMC S5 ODS column 4.6*50 mm, 10-90percent aqueous methanol over 4 minutes containing 0.2percent phosphoric acid, 4 mL/min, monitoring at 220 nm) and a LC/MS M++1=235.
Reference: [1] Patent: US2005/197339, 2005, A1, . Location in patent: Page/Page column 12
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  • [ 586-98-1 ]
  • [ 524955-09-7 ]
Reference: [1] Patent: WO2011/2523, 2011, A1,
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  • [ 586-98-1 ]
  • [ 350-30-1 ]
  • [ 179687-79-7 ]
YieldReaction ConditionsOperation in experiment
87.5% With potassium hydroxide In tetrahydrofuran at 20 - 25℃; for 20 h; Synthesis of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene 2-pyridinyl carbinol (31.08 g, 1.05 eq) was dissolved in ACN (750 mL) and KOH flakes (85percent) were added (20.6 g, 1.25 eq.). The resulting suspension was warmed to 35° C. A solution of the 3-chloro-4-fluoronitrobenzene (50.0 g, 0.285 mol) in ACN (250 mL) was added at 35-40° C. The mixture was held for 14 hours. The mixture was then cooled back to 20-25° C., quenched with H2O (1 L) and the resulting slurry filtered and washed with H2O (3.x.100 mL). The resulting product was isolated as a tan solid in 93percent yield with a greater than 99.5percent purity as determined by HPLC area.; Experimental results for the reaction of Example 1 with different bases and solvents are shown in Table 1. The last three entries on Table 1 are large scale runs in which a 5percent excess of pyridyl carbinol was used. TABLE 1 Preparation of Nitroaryl Intermediate Scale Vol- Base Time Temp Yield Purity (g) Solvent umes Base Eq. (h) (° C.) (percent) (percent) 2.0 DMF 20 KOH 1.1 20 RT 90.5 94.7 2.0 NMP 10 NaH 1.2 20 RT 48.7 78.4 2.0 ACN 20 KOH 1.1 4 RT 93.2 98.4 2.0 EtOAc 10 KOH 1.1 72 RT NA NA 10.0 DMF 15 KOH 1.1 23 RT 76.5 96.7 4 35 10.0 ACN 15 KOH 1.1 23 RT 91.8 99.4 2.0 THF 20 KOH 1.1 20 RT 87.5 99.2 2.0 DMF 20K2CO3 1.0 26 RT 81.9 98.5 extra 3 40 2.0eqK2CO3 3 40 2.0 ACN 20K2CO3 1.0 18 RT NA NA 3 40 2.0 THF 20K2CO3 1.0 18 RT NA NA 50.0 ACN 20 KOH 1.1 20 40 93.5 99.8 200 ACN 20 KOH 1.1 16 40 86.0 97.6 200 ACN 20 KOH 1.25 16 40 93.5 96.9 400 ACN 20 KOH 1.25 16 40 91.5 98.4 400 ACN 20 KOH 1.25 16 40 93.8 98.1 NA = not applicable RT = room temperature (20-25° C.)
86% With potassium hydroxide In acetonitrile at 20 - 40℃; for 4 - 23 h; EXAMPLE 1
Synthesis of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene
2-pyridinyl carbinol (31.08 g, 1.05 eq) was dissolved in ACN (750 mL) and KOH flakes (85percent) were added (20.6 g, 1.25 eq.).
The resulting suspension was warmed to 35° C.
A solution of the 3-chloro-4-fluoronitrobenzene (50.0 g, 0.285 mol) in ACN (250 mL) was added at 35-40° C.
The mixture was held for 14 hours.
The mixture was then cooled back to 20-25° C., quenched with H2O (1 L) and the resulting slurry filtered and washed with H2O (3*100 mL).
The resulting product was isolated as a tan solid in 93percent yield with a greater than 99.5percent purity as determined by HPLC area.
Experimental results for the reaction of Example 1 with different bases and solvents are shown in Table 1. The last three entries on Table 1 are large scale runs in which a 5percent excess of pyridyl carbinol was used. TABLE 1 Preparation of Nitroaryl Intermediate Scale Vol- Base Time Temp Yield Purity (g) Solvent umes Base Eq. (h) (° C.) (percent) (percent) 2.0 DMF 20 KOH 1.1 20 RT 90.5 94.7 2.0 NMP 10 NaH 1.2 20 RT 48.7 78.4 2.0 ACN 20 KOH 1.1 4 RT 93.2 98.4 2.0 EtOAc 10 KOH 1.1 72 RT NA NA 10.0 DMF 15 KOH 1.1 23 RT 76.5 96.7 4 35 10.0 ACN 15 KOH 1.1 23 RT 91.8 99.4 2.0 THF 20 KOH 1.1 20 RT 87.5 99.2 2.0 DMF 20K2CO3 1.0 26 RT 81.9 98.5 extra 3 40 2.0eqK2CO3 3 40 2.0 ACN 20K2CO3 1.0 18 RT NA NA 3 40 2.0 THF 20K2CO3 1.0 18 RT NA NA 50.0 ACN 20 KOH 1.1 20 40 93.5 99.8 200 ACN 20 KOH 1.1 16 40 86.0 97.6 200 ACN 20 KOH 1.25 16 40 93.5 96.9 400 ACN 20 KOH 1.25 16 40 91.5 98.4 400 ACN 20 KOH 1.25 16 40 93.8 98.1 NA = not applicable RT = room temperature (20-25° C.)
85%
Stage #1: With potassium hydroxide In acetonitrile for 0.333333 - 0.5 h;
Stage #2: at 40℃; for 18 h;
A mixture of 160 g of potassium hydroxide and 2-pyridylcarbinol in 8 L acetonitrile was stirred for 20-30 minutes. To this was added 400 g of 3-chloro-4- fluoronitrobenzene and the mixture was stirred at 40 °C for a minimum of 18 hours until the reaction was complete. Water was added and the precipitated yellow solids were filtered and washed with water. The product was dried (40-50 °C, 10 mm Hg, 24 h) to the product in 85-95percent yield.
84% With potassium hydroxide In acetonitrile at 35 - 40℃; for 18 h; Example 3 Preparation of N-[3-Chloro-4-(2-pyridinylmethoxy)]phenyl-2-cyanoacetamide In a 12-L multi-necked flask, 2-pyridyl carbinol (0.13 kg, 1.19 mole, 1.05 eq) was dissolved in acetonitrile (0.88 L) and to it was added potassium hydroxide flakes (85percent) (80 g, 1.25 eq). The resulting suspension was warmed to 35° C. A solution of 3-chloro-4-fluoronitrobenzene (0.20 kg, 1.14 mol) in acetonitrile (1.0 L) was added at 35-40° C. The mixture was held for 18 h until reaction completion. The mixture was then cooled back to 20-25° C., quenched with water (4 L) and the resulting slurry was filtered and washed with water (3.x.200 mL). The resulting product was isolated as a tan solid (251 g, 84percent yield). A mixture of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene (0.149 kg, 0.56 mole) and 2percent (w/w) of 5percent Pt/C (6.0 g, 50percent water wet) in tetrahydrofuran (0.895 L) was hydrogenated in a 2-L stainless steel Parr reactor at 25 psi, 25° C. for a minimum of 8 h. The mixture was filtered through a celite pad (50 g, 15 cm diameter) and washed with tetrahydrofuran (0.45 L). The filtrate was distilled to a volume of 0.30 L and the concentrate was transferred to a 2-L multi-neck flask and used as is in the next step. To the 2-L flask equipped with mechanical stirrer, temperature probe, claisen head and condenser was added ethylcyanoacetate (0.421 kg, 3.72 mole, 6.6 eq.). The reaction mixture was heated to (100-115° C.) while removing tetrahydrofuran and ethanol. The temperature was raised to 125° C. and the mixture was held for a minimum of 24 h until the aniline starting material was consumed and no distillate was collected. The mixture was cooled to room temperature over 1 h. At 50-60° C., solids crystallized out and ethyl acetate (0.15 L) was added. The mixture was further cooled to 0-10° C. and held for 1 h. The mixture was filtered on a 15 cm diameter Buchner funnel and washed with 50 mL of the filtrate followed by pre-cooled (0-10° C.) ethyl acetate (0.15 L). The product was dried at 60° C. for a minimum of 16 h in a vacuum oven to give the titled compound (0.12 kg, 71percent) as a brown solid. The product was purified by slurrying in cold ethyl acetate (1-1.3 volumes) for 1 hr. 1H NMR: δ (DMSO-d6) 10.31 (s, 1H, NH), 8.58 (dd, 1H, Ar), 7.86 (dt, 1H, Ar), 7.75 (d, 1H, Ar), 7.55 (d, 1H, Ar), 7.39-7.32 (m, 2H, Ar), 7.21 (d, 1H, Ar), 5.25 (s, 2H, OCH2Pyr), 3.88 (s, 2H, NCCH2CO).
81.9% With potassium carbonate In N,N-dimethyl-formamide at 20 - 40℃; for 32 h; Synthesis of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene 2-pyridinyl carbinol (31.08 g, 1.05 eq) was dissolved in ACN (750 mL) and KOH flakes (85percent) were added (20.6 g, 1.25 eq.). The resulting suspension was warmed to 35° C. A solution of the 3-chloro-4-fluoronitrobenzene (50.0 g, 0.285 mol) in ACN (250 mL) was added at 35-40° C. The mixture was held for 14 hours. The mixture was then cooled back to 20-25° C., quenched with H2O (1 L) and the resulting slurry filtered and washed with H2O (3.x.100 mL). The resulting product was isolated as a tan solid in 93percent yield with a greater than 99.5percent purity as determined by HPLC area.; Experimental results for the reaction of Example 1 with different bases and solvents are shown in Table 1. The last three entries on Table 1 are large scale runs in which a 5percent excess of pyridyl carbinol was used. TABLE 1 Preparation of Nitroaryl Intermediate Scale Vol- Base Time Temp Yield Purity (g) Solvent umes Base Eq. (h) (° C.) (percent) (percent) 2.0 DMF 20 KOH 1.1 20 RT 90.5 94.7 2.0 NMP 10 NaH 1.2 20 RT 48.7 78.4 2.0 ACN 20 KOH 1.1 4 RT 93.2 98.4 2.0 EtOAc 10 KOH 1.1 72 RT NA NA 10.0 DMF 15 KOH 1.1 23 RT 76.5 96.7 4 35 10.0 ACN 15 KOH 1.1 23 RT 91.8 99.4 2.0 THF 20 KOH 1.1 20 RT 87.5 99.2 2.0 DMF 20K2CO3 1.0 26 RT 81.9 98.5 extra 3 40 2.0eqK2CO3 3 40 2.0 ACN 20K2CO3 1.0 18 RT NA NA 3 40 2.0 THF 20K2CO3 1.0 18 RT NA NA 50.0 ACN 20 KOH 1.1 20 40 93.5 99.8 200 ACN 20 KOH 1.1 16 40 86.0 97.6 200 ACN 20 KOH 1.25 16 40 93.5 96.9 400 ACN 20 KOH 1.25 16 40 91.5 98.4 400 ACN 20 KOH 1.25 16 40 93.8 98.1 NA = not applicable RT = room temperature (20-25° C.)
76.5% With potassium hydroxide In N,N-dimethyl-formamide at 20 - 35℃; for 20 - 27 h; Synthesis of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene 2-pyridinyl carbinol (31.08 g, 1.05 eq) was dissolved in ACN (750 mL) and KOH flakes (85percent) were added (20.6 g, 1.25 eq.). The resulting suspension was warmed to 35° C. A solution of the 3-chloro-4-fluoronitrobenzene (50.0 g, 0.285 mol) in ACN (250 mL) was added at 35-40° C. The mixture was held for 14 hours. The mixture was then cooled back to 20-25° C., quenched with H2O (1 L) and the resulting slurry filtered and washed with H2O (3.x.100 mL). The resulting product was isolated as a tan solid in 93percent yield with a greater than 99.5percent purity as determined by HPLC area.; Experimental results for the reaction of Example 1 with different bases and solvents are shown in Table 1. The last three entries on Table 1 are large scale runs in which a 5percent excess of pyridyl carbinol was used. TABLE 1 Preparation of Nitroaryl Intermediate Scale Vol- Base Time Temp Yield Purity (g) Solvent umes Base Eq. (h) (° C.) (percent) (percent) 2.0 DMF 20 KOH 1.1 20 RT 90.5 94.7 2.0 NMP 10 NaH 1.2 20 RT 48.7 78.4 2.0 ACN 20 KOH 1.1 4 RT 93.2 98.4 2.0 EtOAc 10 KOH 1.1 72 RT NA NA 10.0 DMF 15 KOH 1.1 23 RT 76.5 96.7 4 35 10.0 ACN 15 KOH 1.1 23 RT 91.8 99.4 2.0 THF 20 KOH 1.1 20 RT 87.5 99.2 2.0 DMF 20K2CO3 1.0 26 RT 81.9 98.5 extra 3 40 2.0eqK2CO3 3 40 2.0 ACN 20K2CO3 1.0 18 RT NA NA 3 40 2.0 THF 20K2CO3 1.0 18 RT NA NA 50.0 ACN 20 KOH 1.1 20 40 93.5 99.8 200 ACN 20 KOH 1.1 16 40 86.0 97.6 200 ACN 20 KOH 1.25 16 40 93.5 96.9 400 ACN 20 KOH 1.25 16 40 91.5 98.4 400 ACN 20 KOH 1.25 16 40 93.8 98.1 NA = not applicable RT = room temperature (20-25° C.)
48.7% With sodium hydride In 1-methyl-pyrrolidin-2-one at 20 - 25℃; for 20 h; Synthesis of 3-chloro-4-(2-pyridylmethoxy)nitrobenzene 2-pyridinyl carbinol (31.08 g, 1.05 eq) was dissolved in ACN (750 mL) and KOH flakes (85percent) were added (20.6 g, 1.25 eq.). The resulting suspension was warmed to 35° C. A solution of the 3-chloro-4-fluoronitrobenzene (50.0 g, 0.285 mol) in ACN (250 mL) was added at 35-40° C. The mixture was held for 14 hours. The mixture was then cooled back to 20-25° C., quenched with H2O (1 L) and the resulting slurry filtered and washed with H2O (3.x.100 mL). The resulting product was isolated as a tan solid in 93percent yield with a greater than 99.5percent purity as determined by HPLC area.; Experimental results for the reaction of Example 1 with different bases and solvents are shown in Table 1. The last three entries on Table 1 are large scale runs in which a 5percent excess of pyridyl carbinol was used. TABLE 1 Preparation of Nitroaryl Intermediate Scale Vol- Base Time Temp Yield Purity (g) Solvent umes Base Eq. (h) (° C.) (percent) (percent) 2.0 DMF 20 KOH 1.1 20 RT 90.5 94.7 2.0 NMP 10 NaH 1.2 20 RT 48.7 78.4 2.0 ACN 20 KOH 1.1 4 RT 93.2 98.4 2.0 EtOAc 10 KOH 1.1 72 RT NA NA 10.0 DMF 15 KOH 1.1 23 RT 76.5 96.7 4 35 10.0 ACN 15 KOH 1.1 23 RT 91.8 99.4 2.0 THF 20 KOH 1.1 20 RT 87.5 99.2 2.0 DMF 20K2CO3 1.0 26 RT 81.9 98.5 extra 3 40 2.0eqK2CO3 3 40 2.0 ACN 20K2CO3 1.0 18 RT NA NA 3 40 2.0 THF 20K2CO3 1.0 18 RT NA NA 50.0 ACN 20 KOH 1.1 20 40 93.5 99.8 200 ACN 20 KOH 1.1 16 40 86.0 97.6 200 ACN 20 KOH 1.25 16 40 93.5 96.9 400 ACN 20 KOH 1.25 16 40 91.5 98.4 400 ACN 20 KOH 1.25 16 40 93.8 98.1 NA = not applicable RT = room temperature (20-25° C.)

Reference: [1] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[2] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[3] Patent: WO2005/34955, 2005, A1, . Location in patent: Page/Page column 17-18
[4] Patent: US2006/270669, 2006, A1, . Location in patent: Page/Page column 18
[5] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[6] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[7] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[8] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[9] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[10] Patent: US2006/270668, 2006, A1, . Location in patent: Page/Page column 16
[11] Patent: WO2010/151710, 2010, A2, . Location in patent: Page/Page column 32
[12] Patent: WO2011/2523, 2011, A1, . Location in patent: Page/Page column 51
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YieldReaction ConditionsOperation in experiment
48% With potassium hydroxide; Aliquat 336 In water; toluene at 60℃; To a mixture of pyridin-2-ylmethanol (6.82 g, 62.5 mmol), Aliquat 336 (8.08 g, 20.0 mmol), potassium hydroxide (3.51 g, 62.5 mmol) and water (40 mL) were added toluene (80 mL) and 1,2- dichloro-4-nitrobenzene (10.0 g, 52.1 mmol). The mixture was heated to 600C overnight with vigorous stirring. The layers were separated, and the organic layer was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with petroleum ether and tert-butyl methyl ether to yield 6.66 g (48percent) of the title compound.1H-NMR (400 MHz, DMSO-(I6): δ = 5.47 (s, 2H), 7.39 (dd, IH), 7.48 (d, IH), 7.58 (d, IH), 7.89 (dt, IH), 8.24 (dd, IH), 8.36 (d, IH), 8.61 (d, IH).LC/MS (method 2): Rt = 1.13 min; MS (EIpos): m/z = 265 [M+H]+.
Reference: [1] Patent: WO2009/33581, 2009, A1, . Location in patent: Page/Page column 60
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Reference: [1] Patent: US5821246, 1998, A,