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Chemical Structure| 34160-40-2
Chemical Structure| 34160-40-2
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Product Details of [ 34160-40-2 ]

CAS No. :34160-40-2 MDL No. :MFCD02683546
Formula : C6H4BrNO Boiling Point : -
Linear Structure Formula :- InChI Key :QWFHFNGMCPMOCD-UHFFFAOYSA-N
M.W : 186.01 Pubchem ID :2757009
Synonyms :

Calculated chemistry of [ 34160-40-2 ]

Physicochemical Properties

Num. heavy atoms : 9
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 : 37.32
TPSA : 29.96 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.25 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.12
Log Po/w (XLOGP3) : 1.67
Log Po/w (WLOGP) : 1.66
Log Po/w (MLOGP) : 0.56
Log Po/w (SILICOS-IT) : 2.2
Consensus Log Po/w : 1.44

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.47
Solubility : 0.626 mg/ml ; 0.00337 mol/l
Class : Soluble
Log S (Ali) : -1.91
Solubility : 2.27 mg/ml ; 0.0122 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -2.83
Solubility : 0.278 mg/ml ; 0.00149 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.53

Safety of [ 34160-40-2 ]

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

Application In Synthesis of [ 34160-40-2 ]

* 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.

  • Upstream synthesis route of [ 34160-40-2 ]
  • Downstream synthetic route of [ 34160-40-2 ]

[ 34160-40-2 ] Synthesis Path-Upstream   1~28

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Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 29, p. 4841 - 4844
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  • [ 153646-83-4 ]
Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 29, p. 4841 - 4844
  • 3
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Reference: [1] Synthesis, 2010, # 2, p. 276 - 282
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YieldReaction ConditionsOperation in experiment
90%
Stage #1: With n-butyllithium; butyl magnesium bromide In toluene at -15 - 0℃; for 3.25 - 4.5 h; Ice/MeOH bath
Stage #2: at -15 - 5℃; for 0.75 h; Ice/MeOH bath
To a 12 L flask equipped with a mechanical stirrer, addition funnel, nitrogen inlet, and thermowell was added BuLi (619 mL, 1.55 mol). To this solution was added dry toluene (750 mL). This solution was cooled to -15° C. in an ice/MeOH bath. To this solution was added BuMgCl (387 mL, 0.774 mol) over 30-45 mins so that the temperature did not exceed 0C during the addition. A fine white to gray suspension formed. This was stirred for 30 mins at -15° C. During this time 2,6-dibromopyridine (500 g, 2.11 mol) was dissolved in dry toluene (3 L) with some slight external heating. After the stir time the solution of 2,6-dibromopyridine was charged to an addition funnel and slowly added to the reaction flask at a rate that the temperature did not exceed -5° C. (ca. 1.5 h). Once the addition of the pyridine was complete the mixture was stirred for 45 mins. Then an aliquot was taken and quenched into 20percent aqueous citric acid to determine the extent of metal exchange by 1H NMR and TLC (25percent EtOAc/heptane). A second 12 L flask equipped with a mechanical stirrer, nitrogen inlet, and thermowell was charged with toluene (750 mL) and dimethylformamide (250 mL) and cooled to -15° C. in an ice/MeOH bath. The contents of the initial reaction flask were transferred via cannula to the toluene/DMF solution at a rate that the temperature did not exceed 5° C. The reaction was stirred for 45 mins and determined to be complete. The contents of the reaction flask were transferred into a separatory funnel charged with 4 L water and citric acid (1 kg). The mixture was stirred for 15 mins, layers separated. The organic layer was washed with water (4 L), then saturated NaCl solution (4 L), then dried over Na2SO4 and solvent removed under reduced pressure to yield an off white to yellow solid of intermediate 1 (355.7 g, 90percent).
81%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2 h;
Stage #2: at -78℃; for 0.5 h;
In a 250 mL two-necked flask, 0.101 mol of nBuLi (2.5 M hexane solution, 40.4 mL), 80 mL of THF was added, and 2,6-dibromopyridine (C1, R1=H) (24 g, 0.1) was slowly added dropwise at -78 °C. A solution of mol in 70 mL of THF was maintained at -78 ° C for 2 hours after the addition.N,N-dimethylformamide (11.6 mL, 0.15 mol) was added dropwise, and the mixture was stirred at -78 ° C for 0.5 hour.After returning to 0 ° C, the reaction was quenched by the addition of 70 mL of CH3.To the system, 200 mL of a saturated aqueous solution of NaHCO3 was added, and a white solid was precipitated, which was extracted with CH2Cl2 (200 mL×3), and the organic phase was combined and dried over anhydrous Na2SO4.FiltrationDry, silica gel column chromatography, developing solvent for PE / EtOAc = 20/1,The compound C2 (15.154 g, 81.4 mmol) was obtained as white solid.
45%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 1 h; Inert atmosphere
Stage #2: at -40 - 0℃; for 1 h; Inert atmosphere
88.6 ml (0.222 mol) of n-butyllithium (2.5 M in hexane) and 350 ml of THF were placed in a 2 L round-bottom flask, stirred under nitrogen atmosphere at -75 ° C and 2,6-dibromopyridine 6-dibromopyridine (50.0 g, 0.211 mol) was dissolved in THF (245 mL) and slowly added dropwise at -75 ° C for 1 hour. After 1 hour, stir for another 30 minutes and add 24.5 ml (0.317 mol) of dimethylformamide. Then, the mixture was stirred at a reaction temperature of -40 ° C for 1-1.5 hours and then stirred for 1 hour while slowly raising the temperature to 0 ° C. After the reaction was completed, the reaction mixture was cooled to room temperature, 220 mL of MeOH was added thereto, followed by layer separation with DCM and water. The organic phase was dried over anhydrous MgSO 4 and the organic layer was concentrated and purified by silica gel column chromatography to obtain a white solid compound (Intermediate (4) 17.7 g (yield: 45percent) is obtained.
45%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 1.5 h; Inert atmosphere
Stage #2: at -40℃;
A 2 L round-bottomed flask was charged with 88.6 ml (0.222 mol) of n-butyllithium (2.5 M in hexane)And 350 mL of THF were added thereto. The mixture was stirred under a nitrogen atmosphere at -75 ° C, and 50.0 g (0.211 mol) of 2,6-dibromopyridine was added.Was dissolved in THF (245 mL)Under -75 was added dropwise slowly for 1 hour.After 1 hour, stir for another 30 minutes and add 24.5 ml (0.317 mol) of dimethylformamide.Then, the mixture was stirred at a reaction temperature of -40 ° C for 1-1.5 hours and then stirred for 1 hour while slowly raising the temperature to 0 ° C.After the reaction was completed, the reaction mixture was cooled to room temperature,220 mL of MeOH is added and the mixture is then partitioned between DCM and water. The organic phase is dried over anhydrous MgSO4 and the organic layer is concentrated and purified by silica gel column chromatography to obtain 17.7 g (yield: 45percent) of white solid compound (intermediate 10) .
45%
Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 1.5 h; Inert atmosphere
Stage #2: at -40 - 0℃; Inert atmosphere
A 2 L round-bottom flask was charged with 88.6 ml (0.222 mol) of n-butyllithium (2.5 M in hexane) Add 350 mL of THF and add to -75 ° C The mixture was stirred in a nitrogen atmosphere Dissolve 50.0 g (0.211 mol) of 2,6-dibromopyridine in 245 mL of THF and slowly drop it at -75 ° C for 1 hour.After 1 hour, stir for another 30 minutes and add 24.5 ml (0.317 mol) of dimethylformamide.Then, the mixture was stirred at a reaction temperature of -40 ° C for 1-1.5 hours and then stirred for 1 hour while slowly raising the temperature to 0 ° C.After the reaction was completed, the reaction mixture was cooled to room temperature,220 mL of MeOH was added, followed by layer separation with DCM and water, the organic phase was dried over anhydrous MgSO4,The organic layer was concentrated and purified by silica gel column chromatography to obtain 17.7 g (yield: 45percent) of white solid compound (intermediate (4)).

Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 20, p. 6775 - 6786
[2] Tetrahedron Letters, 2001, vol. 42, # 29, p. 4841 - 4844
[3] Organic Letters, 2004, vol. 6, # 12, p. 1887 - 1890
[4] Dalton Transactions, 2017, vol. 46, # 18, p. 5955 - 5964
[5] Patent: US2009/82573, 2009, A1, . Location in patent: Page/Page column 15
[6] Tetrahedron Letters, 2005, vol. 46, # 40, p. 6809 - 6814
[7] RSC Advances, 2017, vol. 7, # 83, p. 52496 - 52502
[8] Patent: CN108558868, 2018, A, . Location in patent: Paragraph 0041; 0043; 0044; 0045
[9] Journal of Organic Chemistry, 2017, vol. 82, # 10, p. 5046 - 5067
[10] Chemistry Letters, 2004, vol. 33, # 10, p. 1298 - 1299
[11] Canadian Journal of Chemistry, 2005, vol. 83, # 6-7, p. 716 - 727
[12] Journal of the Chemical Society, Dalton Transactions, 2002, # 22, p. 4224 - 4235
[13] Tetrahedron, 2001, vol. 57, # 7, p. 1175 - 1182
[14] Organic Letters, 2000, vol. 2, # 24, p. 3845 - 3848
[15] Journal of the Chemical Society. Perkin Transactions 1, 2002, # 16, p. 1858 - 1868
[16] Angewandte Chemie - International Edition, 2018, vol. 57, # 8, p. 2238 - 2243[17] Angew. Chem., 2018, vol. 130, # 8, p. 2260 - 2265,6
[18] Journal of Organometallic Chemistry, 1998, vol. 550, # 1-2, p. 29 - 57
[19] Patent: KR2017/72856, 2017, A, . Location in patent: Paragraph 0094-0098
[20] Patent: KR2017/58623, 2017, A, . Location in patent: Paragraph 0104-0107
[21] Patent: KR2017/58618, 2017, A, . Location in patent: Paragraph 0086-0089
[22] Chemistry - A European Journal, 2015, vol. 21, # 33, p. 11735 - 11744
[23] Tetrahedron Letters, 1994, vol. 35, # 43, p. 7973 - 7976
[24] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 22, p. 3737 - 3745
[25] Journal of Organometallic Chemistry, 2004, vol. 689, # 8, p. 1356 - 1361
[26] Chemistry - A European Journal, 2006, vol. 12, # 13, p. 3472 - 3483
[27] Patent: EP2017275, 2009, A1, . Location in patent: Page/Page column 167
[28] Patent: US2009/82573, 2009, A1, . Location in patent: Page/Page column 11
[29] Patent: WO2006/96881, 2006, A1, . Location in patent: Page/Page column 58-59
[30] European Journal of Inorganic Chemistry, 2011, # 8, p. 1249 - 1254
[31] Chemical Communications, 2011, vol. 47, # 21, p. 6021 - 6023
[32] Dalton Transactions, 2012, vol. 41, # 6, p. 1792 - 1800
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YieldReaction ConditionsOperation in experiment
52%
Stage #1: With n-butyllithium; n-BuMgCl In tetrahydrofuran; H<SB>2</SB>O; hexane; N,N-dimethyl-formamide; toluene at -10℃; for 0.5 h;
Stage #2: at -10℃; for 2.5 h;
To a -10° C. solution of n-BuLi (2.5 M in hexane, 5.6 mL, 14 mmol) in anhydrous toluene (20 mL) was added a solution of n-BuMgCl (2 M in THF, 3.5 mL) over 20 min, maintaining the temperature between -10° C. and 0° C.
The mixture was stirred at -10° C. for 30 min.
A solution of 2,6-dibromo-pyridine (4.74 g, 20 mmol) in toluene (20 mL) was added drop-wise over a period of 30 min while keeping the temperature below -5° C.
The resulting suspension was stirred at -10° C. for 2.5 h.
The mixture was transferred via cannula to a -10° C. solution of DMF (1.9 g, 26 mmol) in toluene (10 mL).
The solution was allowed to stand between -5° C. and -10° C. for 30 min and then was transferred into a solution of citric acid (8.00 g) in H2O (15 mL), maintaining the temperature below 20° C.
The resulting solution was stirred for 10 min and the layers were separated.
The organic layer was dried over Na2SO4, filtered, and concentrated.
The residue was purified (SiO2:
10percent ethyl acetate/hexanes) to afford the title compound (1.94 g, 52percent).
Reference: [1] Patent: US2005/222151, 2005, A1, . Location in patent: Page/Page column 18
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Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[2] Tetrahedron Letters, 2002, vol. 43, # 38, p. 6697 - 6700
[3] Patent: US2007/232668, 2007, A1, . Location in patent: Page/Page column 18
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YieldReaction ConditionsOperation in experiment
18.0 mmol, 84% With n-butyllithium; acetic acid In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide Step A
Preparation of 2-Bromo-6-formylpyridine
To a stirred solution of 2.5 M n-butyllithium in hexane (8.6 mL, 21.5 mmol) under N2, cooled to -78° C., was added dropwise a solution of 2,6-dibromopyridine (5.10 g, 21.5 mmol) in dry THF (30 mL) at such a rate that the internal temperature was below -70° C.
After complete addition, the reaction mixture was stirred at -78° C. for 15 min, and then treated with anhydrous DMF (2.6 mL, 33.3 mmol).
After 15 min, the reaction mixture was treated successively with acetic acid (1.36 mL) and water (21.5 mL) and then warmed to RT.
The reaction mixture was poured into ethyl acetate (75 mL).
The phases were separated.
The aqueous phase was extracted with ethyl acetate (25 mL).
The combined organic phases were washed with brine (35 mL), dried (MgSO4), filtered and concentrated to afford 3.33 g (18.0 mmol, 84percent) of the desired product as a white solid.
Reference: [1] Tetrahedron Letters, 2002, vol. 43, # 38, p. 6697 - 6700
[2] Tetrahedron Letters, 1996, vol. 37, # 15, p. 2537 - 2540
[3] Patent: US5116981, 1992, A,
[4] Patent: EP1308450, 2003, A2,
[5] Patent: US2004/176390, 2004, A1,
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YieldReaction ConditionsOperation in experiment
95% With acetic acid In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene WORKING EXAMPLE 1
Production of 6-bromo-2-formylpyridine
n-Butyllithium (337 mmol) in 1.52M hexane solution (222 mL) was dissolved in toluene (500 mL) cooled at -10° C., and n-butylmagnesium chloride (169 mmol) in 2.00M tetrahydrofuran solution (84.5 ml) was added dropwise below -10° C. over a period of 25 minutes.
After stirring at -10° C. for one hour, 2,6-dibromopyridine (100 g, 422 mmol) in toluene (1000 mL) was added dropwise to the mixture at an inside temperature of -10° C. to -6° C. over one hour.
The mixture was further stirred at -10° C. for 1.5 hours and then N,N-dimethylformamide (65 mL, 840 mmol) was added dropwise below -2° C. over 20 minutes.
After further stirring at 0° C. for one hour, 10percent aqueous acetic acid solution (750 mL) was added.
The mixture was stirred under ice-cooling and the organic phase was separated.
The extract was washed with saturated aqueous sodium chloride (25 mL), dried over anhydrous sodium sulfate and concentrated to give 6-bromo-2-formylpyridine (74.68 g, 98percent purity, 95percent yield) as a pale yellowish solid. 1H-NMR (270 MHz, CDCl3, δ ppm):7.71-7.80 (m, 2H), 7.93 (m, 1H), 10.01 (s, 2H).
Reference: [1] Patent: US2003/130511, 2003, A1,
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Reference: [1] Journal of the American Chemical Society, 2013, vol. 135, # 44, p. 16705 - 16713
[2] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
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Reference: [1] Patent: US2002/142912, 2002, A1,
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  • [ 1169702-61-7 ]
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Reference: [1] Tetrahedron Letters, 2005, vol. 46, # 36, p. 6033 - 6036
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Reference: [1] Tetrahedron Letters, 2001, vol. 42, # 29, p. 4841 - 4844
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Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 20, p. 6775 - 6786
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  • [ 1068-55-9 ]
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[2] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
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Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
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Reference: [1] Journal of Organic Chemistry, 2001, vol. 66, # 20, p. 6775 - 6786
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Reference: [1] Tetrahedron Letters, 1994, vol. 35, # 43, p. 7973 - 7976
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Reference: [1] Tetrahedron Letters, 2007, vol. 48, # 11, p. 1951 - 1954
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[2] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 3, p. 778 - 781
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Reference: [1] Patent: WO2006/70208, 2006, A1, . Location in patent: Page/Page column 18
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YieldReaction ConditionsOperation in experiment
89% With diethylamino-sulfur trifluoride In dichloromethane at 20℃; for 18 h; Step 3. Preparation of 2-bromo-6-(difluoromethyl)pyridine To a solution of 6-bromopicolinaldehyde (2.10 g, 11.29 mmol) in dichloromethane (20 mL) was added diethylaminosulfur trifluoride (1.94 mL, 14.68 mmol) at 0 °C. The reaction mixture was allowed to warm to ambient temperature and stirred for 18 h, and then poured into an ice cold solution of saturated sodium bicarbonate (300 mL). The mixture was extracted with ethyl acetate (2 χ 120 mL). The combined organic phase was washed with saturated sodium bicarbonate (80 mL), brine (2 χ 50 mL), dried over anhydrous sodium sulfate, and filtered. Concentration of the filtrate in vacuo afforded the title compound as a brown oil (2.17 g, 89percent yield): H NMR (300 MHz, CDCI3) δ 7.75-7.70 (m, 1 H), 7.65-7.60 (m, 2H), 6.60 (t, J = 55.1 Hz, 1 H).
80% With diethylamino-sulfur trifluoride In dichloromethane at 0 - 25℃; for 12 h; Inert atmosphere DAST (17.76 mL, 134.40 mmol) was added dropwise to 6-bromopicolinaldehyde (10 g, 53.76 mmol) in DCM (150 mL) cooled to 0 °C over a period of 10 minutes. The resulting mixture was stirred at 25 °C for 12 hours. The reaction mixture was quenched with water (20 mL) and basified by the addition of NaHC03 (sat. aq.). The aqueous phase was extracted with DCM (3 x 150 mL), the organic layer was dried over Na2S04, filtered and evaporated to afford a brown liquid. The crude product was purified by flash silica chromatography, elution gradient 0 to 8percent EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford 2-bromo-6-(difluoromethyl)pyridine (Intermediate 43; 9.00 g, 80percent) as a colourless liquid. H NMR (400 MHz, CDCb, 22 °C) δ 6.59 (IH, t), 7.58 - 7.65 (2H, m), 7.71 (IH, t). m/z (ES+), [M+H]+ = 208/210.
68% With diethylamino-sulfur trifluoride In dichloromethane at 0 - 20℃; Preparation 29
Synthesis of 2-bromo-6-difluoromethyl-pyridine
Add diethylaminosulfur trifluoride (31.5 mL, 0.238 mol) dropwise over 20 min to a stirring cooled solution of 6-bromo-pyridine-2-carbaldehyde (30.40 g, 0. 158 mol) in dichloromethane (600 mL) at 0° C. and warm to room temperature overnight.
Divide the reaction mixture in two batches of equal volume for ease of working up.
Slowly add, using extreme caution, a saturated aqueous solution of sodium bicarbonate over 30 min.
Wash the aqueous layer once with dichloromethane.
Dry the combined organic layers over sodium sulfate, filter, and concentrate.
Purify resulting crude material by silica gel chromatography, gradient eluding from 1:99 to 10:90 using ethyl acetate:iso-hexane, to give the title compound (22.60 g, 68percent) and a second fraction (9.4 g, 90percent wt/wt purity, 26percent) which are used with our further purification. 1H NMR (CDCl3) δ 6.59 (t, 1H), 7.61 (m, 2H), 7.73(t, 1H).
1.87 g With diethylamino-sulfur trifluoride In dichloromethane for 2 h; Cooling with ice Step 1: Synthesis of 2-bromo-6-(difluoromethyl)pyridine (0396) 3.81 g (23.6 mmol) of (diethylamino)sulfur trifluoride were added with ice cooling to a mixed solution of 2.00 g (10.8 mmol) of 6-bromopicolinaldehyde and 40 ml methylene chloride. After completion of the addition, said reaction mixture liquid was stirred for 2 hours with ice cooling. After completion of the stirring, the reaction was stopped by addition of 30 ml of saturated aqueous sodium hydrogen carbonate solution, and said reaction liquid was extracted with methylene chloride (2×30 ml). The organic layer obtained was washed with water, then dried with anhydrous sodium sulfate, and the solvent distilled off under reduced pressure. The residue obtained was purified by silica gel chromatography (n-hexane:ethyl acetate=10:0 to 8:2), and 1.87 g of the desired compound were obtained as a white solid. (0397) 1H-NMR (CDCl3, Me4Si, 300 MHz): δ 7.73-7.58 (m, 3H), 6.58 (t, 1H, J=56 Hz).

Reference: [1] Patent: WO2017/201468, 2017, A1, . Location in patent: Page/Page column 236
[2] Patent: WO2017/80979, 2017, A1, . Location in patent: Page/Page column 124; 125
[3] Patent: US2009/253750, 2009, A1, . Location in patent: Page/Page column 9
[4] Patent: US2016/221998, 2016, A1, . Location in patent: Paragraph 0396; 0397
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Reference: [1] Patent: US2016/221998, 2016, A1,
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[ 34160-40-2 ]

Bromides

Chemical Structure| 49669-13-8

[ 49669-13-8 ]

2-Acetyl-6-bromopyridine

Similarity: 0.88

Chemical Structure| 21190-87-4

[ 21190-87-4 ]

6-Bromo-2-pyridinecarboxylic acid

Similarity: 0.82

Chemical Structure| 1227561-90-1

[ 1227561-90-1 ]

6-Bromo-5-chloropicolinaldehyde

Similarity: 0.79

Chemical Structure| 126325-47-1

[ 126325-47-1 ]

6-Bromo-2-methylpyridin-3-amine

Similarity: 0.77

Chemical Structure| 914947-26-5

[ 914947-26-5 ]

(6-Bromopyridin-2-yl)methanamine hydrochloride

Similarity: 0.77

Aldehydes

Chemical Structure| 1227561-90-1

[ 1227561-90-1 ]

6-Bromo-5-chloropicolinaldehyde

Similarity: 0.79

Chemical Structure| 1121-60-4

[ 1121-60-4 ]

2-Pyridinecarboxaldehyde

Similarity: 0.78

Chemical Structure| 914349-51-2

[ 914349-51-2 ]

2-(6-Bromopyridin-2-yl)benzaldehyde

Similarity: 0.76

Chemical Structure| 588727-65-5

[ 588727-65-5 ]

4-(6-Bromopyridin-2-yl)benzaldehyde

Similarity: 0.76

Chemical Structure| 149806-06-4

[ 149806-06-4 ]

6-Bromonicotinaldehyde

Similarity: 0.74

Related Parent Nucleus of
[ 34160-40-2 ]

Pyridines

Chemical Structure| 49669-13-8

[ 49669-13-8 ]

2-Acetyl-6-bromopyridine

Similarity: 0.88

Chemical Structure| 21190-87-4

[ 21190-87-4 ]

6-Bromo-2-pyridinecarboxylic acid

Similarity: 0.82

Chemical Structure| 1227561-90-1

[ 1227561-90-1 ]

6-Bromo-5-chloropicolinaldehyde

Similarity: 0.79

Chemical Structure| 1121-60-4

[ 1121-60-4 ]

2-Pyridinecarboxaldehyde

Similarity: 0.78

Chemical Structure| 126325-47-1

[ 126325-47-1 ]

6-Bromo-2-methylpyridin-3-amine

Similarity: 0.77