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[ CAS No. 500-22-1 ] {[proInfo.proName]}

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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
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Inaccessible (Haz class 6.1), International USD 150+
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Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 500-22-1
Chemical Structure| 500-22-1
Chemical Structure| 500-22-1
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Product Details of [ 500-22-1 ]

CAS No. :500-22-1 MDL No. :MFCD00006382
Formula : C6H5NO Boiling Point : -
Linear Structure Formula :- InChI Key :QJZUKDFHGGYHMC-UHFFFAOYSA-N
M.W : 107.11 Pubchem ID :10371
Synonyms :

Calculated chemistry of [ 500-22-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 29.62
TPSA : 29.96 Ų

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) : -6.75 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.96
Log Po/w (XLOGP3) : 0.29
Log Po/w (WLOGP) : 0.89
Log Po/w (MLOGP) : -0.23
Log Po/w (SILICOS-IT) : 1.55
Consensus Log Po/w : 0.69

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.18
Solubility : 7.15 mg/ml ; 0.0667 mol/l
Class : Very soluble
Log S (Ali) : -0.48
Solubility : 35.4 mg/ml ; 0.33 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.91
Solubility : 1.33 mg/ml ; 0.0124 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 500-22-1 ]

Signal Word:Danger Class:3
Precautionary Statements:P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P272-P273-P280-P301+P312+P330-P303+P361+P353-P304+P340+P312-P305+P351+P338+P310-P333+P313-P370+P378-P403+P233-P403+P235-P405-P501 UN#:1989
Hazard Statements:H226-H302-H315-H317-H318-H335-H412 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 500-22-1 ]

* 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 [ 500-22-1 ]
  • Downstream synthetic route of [ 500-22-1 ]

[ 500-22-1 ] Synthesis Path-Upstream   1~46

  • 1
  • [ 500-22-1 ]
  • [ 494-52-0 ]
Reference: [1] European Journal of Organic Chemistry, 2001, p. 975 - 986
[2] European Journal of Organic Chemistry, 2000, # 9, p. 1719 - 1726
[3] Tetrahedron, 1993, vol. 49, # 9, p. 1749 - 1760
[4] Tetrahedron, 1993, vol. 49, # 9, p. 1749 - 1760
[5] Journal of Organic Chemistry, 1989, vol. 54, # 18, p. 4261 - 4263
[6] Tetrahedron Letters, 2011, vol. 52, # 14, p. 1549 - 1552
[7] Tetrahedron Letters, 2011, vol. 52, # 14, p. 1549 - 1552
  • 2
  • [ 614-18-6 ]
  • [ 4606-65-9 ]
  • [ 500-22-1 ]
Reference: [1] Journal of Medicinal Chemistry, 1987, vol. 30, # 1, p. 222 - 225
  • 3
  • [ 500-22-1 ]
  • [ 100-55-0 ]
YieldReaction ConditionsOperation in experiment
92% With sodium dithionite; sodium hydrogencarbonate In water; isopropyl alcohol for 12 h; Inert atmosphere; Reflux General procedure: Benzaldehyde (1 g, 9.5 mmol, 1 equiv) was dissolved in 38 mL (1:1 IPA/ H2O), (0.25 M). Sodium dithionite (7.5 g, 43 mmol, 4.5 equiv) and NaHCO3 (1.6 g, 19 mmol, 2 equiv) was dissolved in water (43 mL, [1 M]) and added to the aldehyde. The mixture was refluxed for 12 hours under argon. The solution was allowed to cool to room temperature and the products were extracted using EtOAc (3 × 50 mL). This was dried using Na2SO4, filtered and dried under vacuum with a yield of 0.95 g (92percent). For entry 1.15 the compound was neutralized with 1 M HCl and extracted with EtOAc (3 × 50 mL) and washed with water (3 × 50 mL) the organic extracts were combined and dried using Na2SO4. The solvent was evaporated in vacuo and the resulting residue purified using column chromatography. Unless specified a 3:1 EtOAc/hexane eluent was used for chromatographic purification [1-3].
86.3% at 0 - 20℃; for 8 h; Example 24N-(4-(4-Fluoro-2-methoxyphenyl)pyridin-2-yl)-2-((pyridin-3-yl)methyl)-propanamideStep A: Preparation of (Pyridin-3-yl)methanol. Sodium borohydride (883 mg, 23.6 mmol) was added in three portions to a mixture of pyridine-3-carboxaldehyde (2.50 g, 23.6 mmol) in 25 ml of MeOH at 0° C. and stirred for 8 h at room temperature. The reaction mixture was quenched by ice pieces and concentrated under reduced pressure. The residue was partitioned between water and ethyl acetate. The combined ethyl acetate layer was washed with brine, dried in anhydrous sodium sulfate, filtered and concentrated in vacuo to afford 2.20 g (86.3percent) of (pyridin-3-yl)methanol as pale yellow oil.
69% With 1,1'-bis-(diphenylphosphino)ferrocene; silver(I) hexafluorophosphate; tripropylsilane; N-ethyl-N,N-diisopropylamine In water at 100℃; for 24 h; General procedure: Degassed CH2Cl2 (0.25 mL) was added to a microwave tube containing the ligand dppf (8.3 mg, 0.015 mmol) and AgPF6 (2.5 mg, 0.01 mmol) under argon. The resulting suspension was stirred at r.t., until a clear, colorless solution was obtained; then the solvent was removed under high vacuum. Benzaldehyde (1a; 20.3 μL, 0.2 mmol), tripropylsilane (2a;125 μL, 0.6 mmol), DIPEA (6.9 μL, 0.04 mmol), and H2O(0.5 mL) were subsequently added. The reaction mixture was stirred for 24 h at 100 °C, then cooled to r.t. and extracted with CH2Cl2 (3 × 10 mL). The combined organicphase was concentrated and purified by flash column chromatography on silica gel (hexane–EtOAc, 20:1) to give the desired product 3a as a colorless oil (19.5 mg, 90percent).
60% With hydrogen; triphenylphosphine; sodium hydroxide In ethanol at 50℃; for 16 h; Inert atmosphere Into a stainless steel autoclave equipped with a glass inner tube, Cu(NO3)(PPh3)2 (11.7 mg, 0.018 mmol) and triphenylphosphine (28.3 mg, 0.108 mmol) were introduced.
The inside of the autoclave was then replaced with nitrogen.
To the autoclave, an ethanolic solution of sodium hydroxide (0.03 M) (6.0 mL, 0.18 mmol) and 3-acetylpyridine (0.85 mL, 9 mmol) were added, and stirring was performed at a hydrogen pressure of 5 MPa at 50° C. for 16 hours.
The hydrogen was released with great care, and the conversion was analyzed by GC (88percent).
The contents were concentrated, and then purified by silica gel chromatography.
Thus, 588 mg of the 3-pyridylcarbinol was obtained (yield: 60percent).
60% With hydrogen; sodium hydroxide In ethanol at 50℃; for 16 h; Autoclave (Example 7)
Hydrogenation Reaction of 3-Acetylpyridine
Into a stainless steel autoclave equipped with a glass inner tube, Cu(NO3)(PPh3)2 (11.7 mg, 0.018 mmol) and triphenylphosphine (28.3 mg, 0.108 mmol) were introduced.
The inside of the autoclave was then replaced with nitrogen.
To the autoclave, an ethanolic solution of sodium hydroxide (0.03 M) (6.0mL, 0.18 mmol) and 3-acetylpyridine (0.85 mL, 9 mmol) were added, and stirring was performed at a hydrogen pressure of 5 MPa at 50°C for 16 hours.
The hydrogen was released with great care, and the conversion was analyzed by GC (88percent).
The contents were concentrated, and then purified by silica gel chromatography.
Thus, 588 mg of the 3-pyridylcarbinol was obtained (yield: 60percent).
57 %Chromat. With formaldehyd; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; water; sodium carbonate In dimethyl sulfoxide at 120℃; for 24 h; Inert atmosphere; Sealed tube General procedure: Knölker iron complex 2a (3 mol percent,12.6 mg), paraformaldehyde (300 mg, 10 mmol), and Na2CO3 (106 mg, 1 mmol,1.0 equiv) and a stirring bar were charged in a pressure tube and flushed withargon. DMSO (1.0 mL), degassed water (1.0 mL), and benzaldehyde (1 mmol)were added under an argon atmosphere to the pressure tube with a syringe.The pressure tube was placed in oil and heated at 120 C for 24 h, then cooledto room temperature. The reaction mixture was neutralized with HCl (1M) andstirred for 30 min. After extraction with EtOAc for 3 times, the combinedorganic layers were dried over MgSO4. The crude product was purified bycolumn chromatography (Heptane/EtOAc: 70:30). The reaction was cooled toroom temperature and hexadecane (100 lL) was added as a GC internalstandard.

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[4] European Journal of Organic Chemistry, 2011, # 27, p. 5291 - 5296
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[6] Organic Letters, 2007, vol. 9, # 26, p. 5429 - 5432
[7] Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 1529 - 1536
[8] Journal of Organic Chemistry, 2012, vol. 77, # 10, p. 4821 - 4825
[9] Patent: US2011/224225, 2011, A1, . Location in patent: Page/Page column 27
[10] Synlett, 2009, # 8, p. 1295 - 1298
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[15] Journal of Organic Chemistry, 2017, vol. 82, # 11, p. 5932 - 5939
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[17] Synlett, 2013, vol. 24, # 16, p. 2049 - 2056
[18] Patent: US2011/201820, 2011, A1, . Location in patent: Page/Page column 8
[19] Patent: EP2374783, 2011, A1, . Location in patent: Page/Page column 12
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  • 4
  • [ 500-22-1 ]
  • [ 100-55-0 ]
  • [ 59-67-6 ]
Reference: [1] Organic Letters, 2005, vol. 7, # 26, p. 5893 - 5895
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[3] Tetrahedron Letters, 1998, vol. 39, # 46, p. 8437 - 8440
[4] Tetrahedron Letters, 1999, vol. 40, # 6, p. 1179 - 1180
  • 5
  • [ 6968-72-5 ]
  • [ 500-22-1 ]
  • [ 100-55-0 ]
Reference: [1] Synlett, 2008, # 17, p. 2579 - 2582
  • 6
  • [ 500-22-1 ]
  • [ 1342295-75-3 ]
  • [ 100-55-0 ]
  • [ 59-67-6 ]
Reference: [1] Organic and Biomolecular Chemistry, 2011, vol. 9, # 20, p. 7023 - 7027
  • 7
  • [ 500-22-1 ]
  • [ 108460-23-7 ]
  • [ 100-55-0 ]
Reference: [1] Tetrahedron Letters, 1986, vol. 27, # 21, p. 2375 - 2378
[2] Tetrahedron Letters, 1986, vol. 27, # 21, p. 2375 - 2378
[3] Tetrahedron Letters, 1986, vol. 27, # 21, p. 2375 - 2378
  • 8
  • [ 500-22-1 ]
  • [ 100-55-0 ]
  • [ 41668-21-7 ]
Reference: [1] European Journal of Organic Chemistry, 2002, # 19, p. 3326 - 3335
  • 9
  • [ 500-22-1 ]
  • [ 952-92-1 ]
  • [ 100-55-0 ]
  • [ 15519-25-2 ]
Reference: [1] Tetrahedron Letters, 1986, vol. 27, # 21, p. 2375 - 2378
[2] Tetrahedron Letters, 1986, vol. 27, # 21, p. 2375 - 2378
  • 10
  • [ 500-22-1 ]
  • [ 6290-49-9 ]
  • [ 100-55-0 ]
  • [ 93-60-7 ]
  • [ 136138-66-4 ]
Reference: [1] Tetrahedron, 1991, vol. 47, # 28, p. 5269 - 5276
  • 11
  • [ 13469-94-8 ]
  • [ 500-22-1 ]
  • [ 100-55-0 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1994, vol. 31, # 6, p. 1599 - 1603
  • 12
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  • [ 3731-52-0 ]
Reference: [1] Journal of the American Chemical Society, 1931, vol. 53, p. 4367,4370
[2] Science, 2017, vol. 358, # 6361, p. 326 - 332
  • 13
  • [ 500-22-1 ]
  • [ 80-73-9 ]
Reference: [1] Journal of the American Chemical Society, 2001, vol. 123, # 31, p. 7705 - 7706
  • 14
  • [ 500-22-1 ]
  • [ 113118-81-3 ]
Reference: [1] Journal of Labelled Compounds and Radiopharmaceuticals, 2002, vol. 45, # 13, p. 1133 - 1141
[2] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012, vol. 67, # 1, p. 75 - 84
  • 15
  • [ 500-22-1 ]
  • [ 74-89-5 ]
  • [ 20173-04-0 ]
Reference: [1] European Journal of Medicinal Chemistry, 1996, vol. 31, # 11, p. 875 - 888
[2] Patent: US2015/51190, 2015, A1, . Location in patent: Paragraph 0618-0620
[3] Patent: US2017/145026, 2017, A1, . Location in patent: Paragraph 1605; 1606
  • 16
  • [ 500-22-1 ]
  • [ 593-51-1 ]
  • [ 20173-04-0 ]
Reference: [1] Archiv der Pharmazie (Weinheim, Germany), 1987, vol. 320, # 7, p. 647 - 654
[2] Journal of Medicinal Chemistry, 2017, vol. 60, # 3, p. 972 - 986
  • 17
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  • [ 20173-04-0 ]
Reference: [1] Journal of Medicinal Chemistry, 2011, vol. 54, # 17, p. 6040 - 6049
[2] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 5, p. 1407 - 1411
[3] Patent: US2016/46639, 2016, A1,
  • 18
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  • [ 6293-56-7 ]
Reference: [1] Tetrahedron Letters, 1993, vol. 34, # 51, p. 8329 - 8332
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 32, p. 7009 - 7019
  • 19
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  • [ 141-43-5 ]
  • [ 40055-37-6 ]
YieldReaction ConditionsOperation in experiment
81% With pyridine; phenyltrimethylammonium tribromide In methanol at 20℃; for 23 h; To a solution of 3-quinolinecarbaldehyde 17 (79 mg, 0.5 mmol), 2-aminoethanol (200 L, 3.2 mmol), andpyridine (80 L, 1.0 mmol) in MeOH (6 mL), was added PTAB (trimethylphenylammonium tribromideor phenyltrimethylammonium tribromide, 376 mg, 1.0 mmol) at room temperature. After stirring for 22 hat rt, the reaction mixture was treated with 0.5 M aq Na2S2O3 (10 mL), 1.0 M aq NaHCO3 (15 mL) andextracted with EtOAc (60 mL). The organic layer was washed with 0.5 M aq Na2S2O3 and successivelywashed with saturated aq NaCl, and dried over MgSO4. After removal of solvent in vacuo, the residuewas purified by column chromatography on silica gel (Wako C-200) with CCl4, CCl4-CHCl3 (2:1 v/v).3-(Oxazolin-2-yl)quinoline (18, 85 mg) was obtained in 86percent yield.
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  • [ 626-55-1 ]
  • [ 35779-35-2 ]
Reference: [1] ACS Catalysis, 2018, vol. 8, # 4, p. 3123 - 3128
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  • [ 35779-35-2 ]
Reference: [1] Monatshefte fuer Chemie, 1988, vol. 119, p. 1427 - 1438
  • 22
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  • [ 3250-74-6 ]
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  • 23
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  • [ 37170-50-6 ]
  • [ 6938-06-3 ]
Reference: [1] Organic Letters, 2018, vol. 20, # 18, p. 5861 - 5865
  • 24
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  • [ 62247-21-6 ]
YieldReaction ConditionsOperation in experiment
49.3% With ammonium acetate; malonic acid In methanol; ethanol EXAMPLE 18
3-Amino-3-(3'-pyridyl)propionic Acid
Ammonium acetate (194.28 g, 2.52 mol) was suspended in ethanol (285 g).
A solution of pyridine-3-carbaldehyde (62.9 g, 1.68 mol) in ethanol (80 g) was added to the suspension within 10 min at 15° C.-20° C.
The reaction mixture was stirred for 1 h until a clear yellowish solution was formed.
A suspension of malonic acid (174.86 g, 1.68 mol) in ethanol (235 g) was then added (within 30 min.) After stirring for 30 min at ambient temperature the reaction mixture was heated for 5 h to reflux (78° C.).
Gas evolution was observed.
After 3-4 h a white solid started to precipitate.
The orange colored suspension was cooled to 15° C.-20° C., and a thick slurry was obtained.
To this slurry was added methanol (80 g) and the reaction mixture was again heated to reflux (65° C.).
The suspension was filtered hot, and the filtercake was washed with three portions of hot methanol (120 g) (at a temperature of 55° C.-65° C.).
The wet product was dried in vacuo at 70° C.-80° C. to yield the product as a colorless solid (137.73 g, 49.3percent). LC purity 95.8percent
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  • 25
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  • [ 141-82-2 ]
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  • 26
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  • [ 141-82-2 ]
  • [ 62247-21-6 ]
  • [ 19337-97-4 ]
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  • 27
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  • [ 141-82-2 ]
  • [ 631-61-8 ]
  • [ 62247-21-6 ]
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  • 28
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  • [ 17470-24-5 ]
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  • [ 108-88-3 ]
  • [ 94-44-0 ]
Reference: [1] Organic and Biomolecular Chemistry, 2015, vol. 13, # 43, p. 10631 - 10640
  • 30
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  • [ 100-51-6 ]
  • [ 94-44-0 ]
Reference: [1] Organic Letters, 2015, vol. 17, # 13, p. 3290 - 3293
  • 31
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  • [ 61-54-1 ]
  • [ 29876-14-0 ]
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  • 32
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  • [ 7112-38-1 ]
YieldReaction ConditionsOperation in experiment
91%
Stage #1: With hydrazine In methanol at 20℃; for 1 h;
Stage #2: With hydrogen In methanol at 20℃;
To a solution of pyridine-3 -aldehyde (5 g, 46.7 mmol) in methanol (100 mL) was added hydrazine (1.05 mL, 46.7 mmol). The reaction mixture was stirred at rt for 1 h. After purging <n="71"/>with nitrogen, 10percent Pd/C (200 mg) was added. The reaction mixture was purged with hydrogen and stirred under hydrogen at rt overnight. Solid material was removed, and the filtrate was concentrated to give a crude Example 85A. This material was used without further purification. Yield: 5.2 g (91percent). MS (DCI): m/z 124 (M+H)+.
Reference: [1] Patent: WO2007/95628, 2007, A1, . Location in patent: Page/Page column 69-70
  • 33
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  • [ 1122-54-9 ]
  • [ 13309-08-5 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 10, p. 3566 - 3570
  • 34
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  • [ 443762-12-7 ]
  • [ 22288-78-4 ]
  • [ 443762-08-1 ]
Reference: [1] Patent: US6503914, 2003, B1,
  • 35
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  • [ 443762-07-0 ]
  • [ 22288-78-4 ]
  • [ 443762-06-9 ]
Reference: [1] Patent: US6503914, 2003, B1,
  • 36
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  • [ 120277-39-6 ]
Reference: [1] Angewandte Chemie - International Edition, 2014, vol. 53, # 25, p. 6546 - 6549[2] Angew. Chem., 2014, vol. 126, # 25, p. 6664 - 6667,4
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  • [ 500-22-1 ]
  • [ 6959-48-4 ]
Reference: [1] Patent: US2011/224225, 2011, A1,
  • 38
  • [ 500-22-1 ]
  • [ 81290-20-2 ]
  • [ 138624-99-4 ]
Reference: [1] European Journal of Organic Chemistry, 2014, vol. 2014, # 34, p. 7692 - 7698
[2] Patent: US2011/237584, 2011, A1, . Location in patent: Page/Page column 132
[3] Patent: WO2016/29454, 2016, A1, . Location in patent: Page/Page column 50
  • 39
  • [ 500-22-1 ]
  • [ 3097-21-0 ]
  • [ 138624-99-4 ]
YieldReaction ConditionsOperation in experiment
19 %Chromat. With potassium carbonate In N,N-dimethyl-formamide at 10 - 35℃; for 15 h; To a 10 mL eggplant-shaped flask equipped with a magnetic stirrer, 13 mg (0.125 mmol) of 3-pyridylcarboaldehyde, 35 mg (0.25 mmol) of potassium carbonate and 1 mL of DMF were added.
While the mixture was stirred at room temperature, 45 mg (0.15 mmol) of 1,3-dimethyl-2-trifluoromethylbenzimidazolium tetrafluoroborate was added thereto.
The mixture was stirred at room temperature for 15 hours.
The formation of 1-(3-pyridyl)-2,2,2-trifluoroethanol (parent ion; 177) was confirmed by GC-MS analysis on the reaction mixture. As a result of GC analysis (area percentage) on the reaction mixture, the components in the reaction mixture excluding the solvents and the like were as follows: 19percent of 1-(3-pyridyl)-2,2,2-trifluoroethanol (target compound), 11percent of 3-pyridylcarboaldehyde (starting compound) and 70percent of 2,3-dihydro-1,3-dimethylbenzimidazole-2-one (compound derived from the fluoroalkylating agent). The yield of 1-(3-pyridyl)-2,2,2-trifluoroethanol (target compound) was 63percent in terms of GC area percentage.
Reference: [1] Patent: US2017/197920, 2017, A1, . Location in patent: Paragraph 1343-1344
  • 40
  • [ 500-22-1 ]
  • [ 113118-84-6 ]
Reference: [1] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012, vol. 67, # 1, p. 75 - 84
  • 41
  • [ 500-22-1 ]
  • [ 39244-80-9 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 7, p. 1991 - 1996
  • 42
  • [ 110-85-0 ]
  • [ 500-22-1 ]
  • [ 39244-80-9 ]
Reference: [1] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 15, p. 2239 - 2241
  • 43
  • [ 500-22-1 ]
  • [ 394223-02-0 ]
Reference: [1] Synthesis, 2005, # 16, p. 2751 - 2757
  • 44
  • [ 500-22-1 ]
  • [ 75-52-5 ]
  • [ 120241-79-4 ]
YieldReaction ConditionsOperation in experiment
65% With sodium azide; sodium sulfite In dimethyl sulfoxide at 150℃; for 6 h; Inert atmosphere The procedure was carried out by adding 1.0 mmol of 3-pyridinecarboxaldehyde, 2.0 mmol of sodium azide, 1.0 mmol of Na2SO3 and 3 mL of dimethylsulfoxide to a 10 mL round bottom flask, replacing the nitrogen with a reaction system,A DMSO solution (1 mL) containing 2.0 mmol of nitromethane was added dropwise at 150 ° C,Continue heating for 6 hours. After completion of the reaction, the reaction system was cooled to room temperature and the reaction solution was transferred to a separatory funnel,Add 30 mL of ethyl acetate and 30 mL of water, extract the liquid, the organic phase washed with water 3 times (10mL * 3)Washed once with saturated brine (10 mL) and dried over anhydrous sodium sulfate. Filter out desiccant,The filtrate was decompressed and the solvent was removed by silica gel column chromatography. The eluent was petroleum ether / ethyl acetate (v: v = 4: 1).The fractions were collected to give a white powder. The yield was 65percent.
Reference: [1] Patent: CN106146418, 2016, A, . Location in patent: Paragraph 0024
  • 45
  • [ 500-22-1 ]
  • [ 120241-79-4 ]
Reference: [1] Patent: US2003/220371, 2003, A1,
  • 46
  • [ 500-22-1 ]
  • [ 381684-96-4 ]
Reference: [1] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2012, vol. 67, # 1, p. 75 - 84
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