Home Cart 0 Sign in  

[ CAS No. 82671-06-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 82671-06-5
Chemical Structure| 82671-06-5
Structure of 82671-06-5 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 82671-06-5 ]

Related Doc. of [ 82671-06-5 ]

Alternatived Products of [ 82671-06-5 ]

Product Details of [ 82671-06-5 ]

CAS No. :82671-06-5 MDL No. :MFCD00799517
Formula : C6H2Cl2FNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :LTDGKGCHRNNCAC-UHFFFAOYSA-N
M.W : 209.99 Pubchem ID :2733659
Synonyms :

Calculated chemistry of [ 82671-06-5 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 41.17
TPSA : 50.19 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) : -5.88 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.24
Log Po/w (XLOGP3) : 2.4
Log Po/w (WLOGP) : 2.65
Log Po/w (MLOGP) : 0.52
Log Po/w (SILICOS-IT) : 2.49
Consensus Log Po/w : 1.86

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.96
Solubility : 0.231 mg/ml ; 0.0011 mol/l
Class : Soluble
Log S (Ali) : -3.1
Solubility : 0.168 mg/ml ; 0.000802 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.92
Solubility : 0.254 mg/ml ; 0.00121 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.82

Safety of [ 82671-06-5 ]

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 [ 82671-06-5 ]

* 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 [ 82671-06-5 ]
  • Downstream synthetic route of [ 82671-06-5 ]

[ 82671-06-5 ] Synthesis Path-Upstream   1~24

  • 1
  • [ 82671-06-5 ]
  • [ 402-66-4 ]
Reference: [1] Patent: US2006/58529, 2006, A1, . Location in patent: Page/Page column 8
  • 2
  • [ 82671-06-5 ]
  • [ 38186-88-8 ]
YieldReaction ConditionsOperation in experiment
88% With formic acid; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; for 24 h; To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 mL) , Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol) , PPh3 (0.1 eq, 6.2 g, 23.8 mmol) and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) . The mixture was stirred 20 minutes then HCOOH (3 eq, 28 mL, 714.3 mmol) was added followed after 5 minutes by 2, 6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) and the mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked-up aliquot. When all starting material was consumed (24 h) , the mixture was cooled to 00C and water (500 mL) was added. After 20 minutes, The mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30percent aq. NaOH and washed with EtOAc (2x) . HCl (12 N) was added slowly to pH 1 and the solution was saturated with NaCl . The mixture was extracted with EtOAc (3x) . The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give 37 g (88percent) of a beige solid used in the next step without further purification. 1H NMR (DMSO-de, 300 MHz): δ 8.16 (dd, IH); 8.58 (d, IH).
88% With formic acid; triethylamine In N,N-dimethyl-formamide at 50℃; for 24 h; To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 mL) , Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol), PPh3 (0.1 eq, 6.2 g, 23.8 mmol) and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) . The mixture was stirred 20 minutes then HCOOH (3 eq, 28 mL, 714.3 mmol) was added followed after 5 minutes by 2, 6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) and the mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked-up aliquot. When all starting material was consumed (24 h) , the mixture was cooled to 0°C and water (500 mL) was added. After 20 minutes, The mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30percent aq. NaOH and washed with EtOAc (2x) . HCl (12 N) was added slowly to pH 1 and the solution was saturated with NaCl. The mixture was extracted with EtOAc (3x) . The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give 37 g (88percent) of a beige solid used in the next step without further purification. 1H NMR (DMSO-d6, 300 MHz): δ 8.16 (dd, IH) ; 8.58 (d, IH) .
88% With formic acid; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 50℃; for 24 h; To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 πiL) , Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol) , PPh3 (0.1 eq, 6.2 g, 23.8 mmol) , and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) . The mixture was stirred for 20 minutes, HCOOH (3 eq, 28 mL, 714.3 mmol) was then added. 5 minutes later, 2, 6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) was added. The mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked- up aliquot. When all starting material was consumed (24 h) , the mixture was cooled to 00C and water (500 mL) was added. After 20 minutes, The mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30percent aq. NaOH and washed with EtOAc (2x) . HCl(12 N) was added slowly to pH 1 and the solution was saturated with NaCl. The mixture was extracted with EtOAc(3x) . The combined organic extracts were washed with brine, dried (Na2SO4) , and concentrated under reduced pressure to <n="52"/>give 37 g (88percent) of a beige solid used in the next step without further purification.1H NMR (DMSO-de, 300 MHz): δ 8.16 (dd, IH); 8.58 (d, IH).
88% With formic acid; triethylamine In N,N-dimethyl-formamide at 50℃; for 24.42 h; Intermediate[00144] The overall synthetic scheme for the synthesis of5-fluoro-lH-pyrazolo [3, 4-b] pyridin-3-amine 5 is depicted below.1 6 3Reagents and conditions: i. Pd (OAc) 2, PPh3, Et3N, H2CO2; ii. 1) (COCl)2, CH2Cl2, cat. DMF; 2) NH3 (g) , dioxane, iii. TFAA, Et3N, CH2Cl2, 0°C; iv. H2NNH2. H2O, n-butanol, reflux2-Chloro-5-fluoronicotinic acid (6)[00145] To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 πiL) , Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol) , PPh3 (0.1 eq, 6.2 g, 23.8 mmol) , and degassed Et3N (6 eq, 200 mL, 1428.6 mmol) . The mixture was stirred for 20 minutes, HCOOH (3 eq, 28 mL, 714.3 mmol) was then added. 5 minutes later, 2, 6-dichloro-5-fluoronicotinic acid (50 g, 238.1 mmol) was added. The mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked- up aliquot. When all starting material was consumed (24 h) , the mixture was cooled to 00C and water (500 mL) was added. After 20 minutes, The mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30percent aq. NaOH and washed with EtOAc (2x) . HCl(12 N) was added slowly to pH 1 and the solution was <n="51"/>saturated with NaCl. The mixture was extracted with EtOAc (3x) . The combined organic extracts were washed with brine, dried (Na2SO4) , and concentrated under reduced pressure to give 37 g (88percent) of a beige solid used in the next step without further purification. 1H NMR (DMSO-de, 300 MHz): δ 8.16 (dd, IH); 8.58 (d, IH).
88% With formic acid; triethylamine In N,N-dimethyl-formamide at 50℃; Inert atmosphere Intermediate 4; 2 [00185] The overall synthetic scheme for the synthesis of 5-fluoro-lH-pyrazolo[3,4- b]pyridin-3-amine 5 is depicted below. 1 6 3 Reagents and conditions: i. Pd(OAc)2, PPh3, Et3N, H2CO2; ii. 1) (COCl)2, CH2Cl2, cat. DMF;2) NH3 (g), dioxane, iii. TFAA, Et3N, CH2Cl2, 00C; iv. H2NNH2-H2O, n-butanol, reflux; 2-Chloro-5-fluoronicotinic acid (6); [00186] To a round-bottomed flask under a N2 atmosphere were added degassed DMF (270 mL), Pd(OAc)2 (0.05 eq, 2.7 g, 11.9 mmol), PPh3 (0.1 eq, 6.2 g, 23.8 mmol) and degassed Et3N (6 eq, 200 mL, 1428.6 mmol). The mixture was stirred 20 minutes, then HCOOH (3 eq, 28 mL, 714.3 mmol) was added, followed after 5 minutes by 2,6-dichloro-5- fluoronicotinic acid (50 g, 238.1 mmol), and the mixture was stirred at 500C. The reaction was followed by analysis (IH NMR) of a worked-up aliquot. When all starting material was consumed (24 hours), the mixture was cooled to 00C and water (500 mL) was added. After 20 minutes, the mixture was filtered through a pad of Celite that was rinsed with water. The mixture was basified to pH 9 with 30percent aqueous NaOH and washed with EtOAc (2x). HCl (12 N) was added slowly to pH 1 and the solution was saturated with NaCl. The mixture was extracted with EtOAc (3x). The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give 37 g (88percent) of a beige solid used in the next step without further purification. 1H NMR (DMSO-d6, 300 MHz): δ 8.16 (dd, IH); 8.58 (d, IH).
64.4%
Stage #1: With formic acid; palladium diacetate; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 100℃; Inert atmosphere
Stage #2: With water In N,N-dimethyl-d6-formamide at 0℃; for 0.333333 h;
A mixture of Ph3P (1.874 g, 7.14 mmol) , Pd(OAc)2 (0.802 g, (3441) 3.57 mmol) and TEA (59.7 mL, 428.59 mmol) in DMF(dry) (80 mL) was stirred at room temperature - under Ar for 20 min. To. the mixture was added formic acid (2.74 mL, 71.43 mmol), and the mixture was stirred at room temperature under Ar for 5 min. To the mixture was added 2 , 6-dichloro-5-fluoronicotinic acid (15 g, 71.43 mmol) and the mixture was stirred at 100 °C under Ar overnight. The mixture was cooled to at 0°C, added water (150 mL) , and stirred for 20 min. The mixture was filtrated through a pad of celite, that was rinsed with water. The filtrate was basified to pH 9 with 8N NaOH and washed twice with EtOAc. 35percent HC1 was added slowly to pH 1 and the solution was saturated with NaCl. The mixture was extracted with EtOAc (5 times) . (3442) The organic layer was dried over Na2SO4 and concentrated in vacuo. The residual DMF was removed by azetropic evaporation with toluene. The precipitate was collected by filtration and washed with 50percent EtOAc/Hexane to. give the title compound (8.08 g, 46.0 mmol, 64.4percent) as yellow powder. (3443) MS (ESI-), found 174.2 (M-H) (3444) 1H NMR (300 MHz, DMSO-d6) 5:8.21 (1H, dd, J = 8.3, 3.0 Hz), 8.63 (1H, d, J = 3.0 Hz). (A C02H peak was omitted)
48% With acetic acid; zinc In water at 20℃; for 8 h; Into a 50 mL round bottomed flask, 2,6-dichloro-5-fluoronicotinic acid (1 g), acetic acid (5 mL) and water (0.5 mL) were charged, and under cooling with ice, zinc powder (200 mg) was added, followed by stirring at room temperature for 3 hours. Then, zinc powder (200 mg) was added, followed by stirring for one hour, and then zinc powder (400 mg) was further added, followed by stirring for 3 hours. Further, zinc powder (200 mg) was added, followed by stirring for one hour and then by filtration with celite and washing with ethyl acetate and ethanol. The solvent was distilled off under reduced pressure, and ethyl acetate (20 mL) and a saturated sodium bicarbonate aqueous solution (10 mL) were added for liquid separation. The aqueous layer was extracted three times with ethyl acetate (20 mL). The extract was dried over magnesium sulfate and then concentrated under reduced pressure to obtain a reddish brown oil (400 mg). As a result of the HPLC analysis, the formed reddish brown oil was found to be a mixture comprising 71percent of the title compound, 27percent of the starting material and 2percent of 5-fluoronicotinic acid. Yield: 48percent. 1HNMR (CD3OD): δ (ppm) 7.86 (dd, J=7.8, 3.0 Hz, 1H), 8.29 (d, J=2.7 Hz, 1H)
26% With hydrogen; triethylamine In methanol at 0 - 20℃; for 1 h; Into a 200 mL round bottomed flask, 2,6-dichloro-5-fluoronicotinic acid (1 g), methanol (10 mL), triethylamine (0.96 g) and 5percent Pd/calcium carbonate (one poisoned by lead) (107 mg) were charged under cooling with ice and stirred at room temperature for one hour in a hydrogen atmosphere.
The catalyst was filtered off, and the filtrate was concentrated to obtain a crude product (1.3 g).
The concentrated filtrate was analyzed by HPLC and found to be a mixture comprising 26percent of the title compound, 57percent of 2,6-dichloro-5-fluoronicotinic acid and 17percent of 5-fluoronicotinic acid.

Reference: [1] Patent: WO2008/77086, 2008, A1, . Location in patent: Page/Page column 56-57
[2] Patent: WO2009/18415, 2009, A1, . Location in patent: Page/Page column title page; 35
[3] Patent: WO2008/112642, 2008, A1, . Location in patent: Page/Page column 50; 50-51
[4] Patent: WO2008/112646, 2008, A1, . Location in patent: Page/Page column 49-50
[5] Patent: WO2009/145814, 2009, A2, . Location in patent: Page/Page column 49
[6] Organic Process Research and Development, 2014, vol. 18, # 8, p. 993 - 1001
[7] Journal of Organic Chemistry, 2006, vol. 71, # 10, p. 4021 - 4023
[8] Patent: WO2018/30550, 2018, A1, . Location in patent: Paragraph 0626
[9] Patent: US2006/58529, 2006, A1, . Location in patent: Page/Page column 7
[10] Patent: US2006/58529, 2006, A1, . Location in patent: Page/Page column 7
[11] Patent: US2011/20377, 2011, A1, . Location in patent: Page/Page column 12
  • 3
  • [ 82671-06-5 ]
  • [ 96568-07-9 ]
Reference: [1] Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 985 - 989
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 518 - 525
  • 4
  • [ 82671-03-2 ]
  • [ 82671-06-5 ]
YieldReaction ConditionsOperation in experiment
73.2% With trifluoroacetic acid In water Example 1
1-o,p-Difluorophenyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-amino pyrrolidin-1-yl)-1,8-naphthyridine-3-carboxylic acid hydrochloride salt
Ethyl 2,6-dichloro-5-fluoronicotinate (20 g, 84 mmol) was dissolved in a mixture of 40 mL of trifluoroacetic acid and 40 mL of 7.5 N HCI.
The mixture was heated to reflux for 24 hours.
The solution was cooled, and the trifluoroacetic acid was removed by evaporation under reduced pressure.
Upon cooling, 100 mL of water was added and a white precipitate formed.
The precipitate was filtered, washed with hexane, and dried, yielding 12.91 g (73.2percent) of 2,6-dichloro-5-fluoronicotinic acid: mp 153-154°C.
16.5 g With hydrogenchloride; trifluoroacetic acid In water for 26 h; Reflux Ethyl 2,6-dichloro-5-fluoronicotinate (1) (30.0 g) was dissolved in a mixture of 60 mL of trifluoro acetic acid and 60 mL of 7.5 N HCl. The mixture was refluxed with stirring for 26 h. It was cooled and the trifluoroacetic acid was removed under reduced pressure. The solution was mixed with 150 mL water, the resulting precipitate was filtered, washed with hexane and dried to yield 16.5 g of 2,6-dichloro-5-fluoro nicotinic acid (2). m.p.=152-156° C.
Reference: [1] Journal of Medicinal Chemistry, 1986, vol. 29, # 11, p. 2364 - 2369
[2] Patent: EP302372, 1989, A1,
[3] Patent: US2014/73631, 2014, A1, . Location in patent: Paragraph 0128; 0129
  • 5
  • [ 148874-68-4 ]
  • [ 82671-06-5 ]
Reference: [1] Patent: US5204478, 1993, A,
  • 6
  • [ 82671-02-1 ]
  • [ 82671-06-5 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 12, p. 3211 - 3217
[2] Patent: US4649144, 1987, A,
[3] Patent: EP333020, 1991, A3,
  • 7
  • [ 113237-20-0 ]
  • [ 82671-06-5 ]
Reference: [1] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 12, p. 3211 - 3217
[2] Patent: US5739342, 1998, A,
  • 8
  • [ 104866-50-4 ]
  • [ 82671-06-5 ]
Reference: [1] Patent: US4840954, 1989, A,
  • 9
  • [ 100-70-9 ]
  • [ 82671-02-1 ]
  • [ 82671-06-5 ]
Reference: [1] Patent: US5739342, 1998, A,
  • 10
  • [ 79-37-8 ]
  • [ 82671-06-5 ]
  • [ 113237-20-0 ]
Reference: [1] Patent: US2018/334454, 2018, A1,
  • 11
  • [ 82671-06-5 ]
  • [ 113237-20-0 ]
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 5, p. 1424 - 1427
[2] Patent: EP2022793, 2009, A1,
  • 12
  • [ 82671-06-5 ]
  • [ 100491-29-0 ]
Reference: [1] Journal of Medicinal Chemistry, 1986, vol. 29, # 11, p. 2364 - 2369
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 518 - 525
[3] Patent: US2014/73631, 2014, A1,
  • 13
  • [ 82671-06-5 ]
  • [ 74-88-4 ]
  • [ 132195-42-7 ]
  • [ 132195-49-4 ]
Reference: [1] Patent: US2003/232818, 2003, A1, . Location in patent: Page 36
  • 14
  • [ 82671-06-5 ]
  • [ 74-88-4 ]
  • [ 132195-42-7 ]
Reference: [1] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 518 - 525
  • 15
  • [ 67-56-1 ]
  • [ 82671-06-5 ]
  • [ 189281-66-1 ]
YieldReaction ConditionsOperation in experiment
93.8% at 0 - 20℃; for 5 h; Inert atmosphere [0199] To a solution of 2,6-dichloro-5-fluoronicotinic acid(16) (5 g, 23.8 mmol) in methanol (50 ml) was added thionylchlorideindropwise (5.66 g, 47.62mmol) at oo C. and2 dropsofDMF [ vigourous bubbling was observed]. The mixture wasstirred at room temperature for 3 h. To this methanol wasadded and stirred the reaction mixture for 2 h at RT. Thereaction mixture is concentrated under reduced pressure toand the mixture was poured in to ice cold water (20 mL) andextracted with dichloromethane (2x50 mL). The combinedorganic layer was washed with water, brine and solvent wasevaporated under reduced pressure to yield methyl 2,6-dichloro-5-fluoronicotinate (17) (5 g, 93.8percent).
67% With hydrogenchloride In water at 70℃; for 2 h; [00668] Intermediate 73a: methyl 2,6-dichloro-5-fluoro-pyridine-3-carboxylate[00669] Conc. HCI (0.75mL, 11 .91 mmol) was slowly added to a stirring solution of 2,6-dichloro-5- fluoronicotinic acid (2.5g, 11 .91 mmol) in MeOH (1 5mL). The reaction mixture was heated to 70 °C and left to stir for 2 hours. The reaction mixture was allowed to cool before being quenched by the addition of water (2OmL) and extracted with EtOAc (3 x 2OmL). The organic fractions werecollected, dried (Na2504), filtered and reduced in vacuo to afford the desired product methyl 2,6- dichloro-5-fluoro-pyridine-3-carboxylate (1 .80g, 8.O3mmol, 67percent yield) as a yellow solid. MS Method 2: RT: 1 .69 mi 223.8m/z [M+H]
6 g
Stage #1: With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1 h;
Stage #2: at 20℃; for 1 h;
At room temperature,In the presence of 2,6-dichloro-5-fluoronicotinic acid (5g) and one drop of DMF and DCM (20mL) the mixture was added with oxalyl chloride (5mL).The mixture was stirred at room temperature for 1 hour and then concentrated. The resulting wake base was re-dissolved in DCM (10 mL)And then added dropwise to a mixture of DCM (20 mL) and ΜeΟΗ (20 mL). The resulting mixture was stirred at room temperature for 1 hour and then concentrated to give the title compound (6 g) as an oil.
22.2 g at 20 - 60℃; for 24.5 h; Concentrated sulfuric acid (5 ml) was added to a methanol (50 ml) solution containing 2,6-dichloro-5-fluoronicotinic acid (25.0 g), followed by stirring at 50°C to 60°C for 6 hours and 30 minutes.
The resulting solution was left at rest at room temperature for 15 hours.
Concentrated sulfuric acid (5 ml) was added, followed by stirring at 50°C to 60°C for 3 hours.
The reaction mixture was cooled to room temperature, neutralized with a 2N sodium hydroxide aqueous solution under ice cooling, and basified with sodium hydrogen carbonate, following which ethyl acetate was added.
The organic layer was collected, washed with water and then with saturated saline, and dried over anhydrous magnesium sulfate.
The solvent was distilled away under reduced pressure, and colorless oily matter of methyl 2,6-dichloro-5-fluoronicotinate (22.2 g) was thus obtained. 1H-NMR (CDCl3, 400MHz) 8:8.02 (d, 1H, J = 7.3Hz), 3.98 (s, 3H)

Reference: [1] Patent: US2015/25087, 2015, A1, . Location in patent: Paragraph 0168; 0198; 0199
[2] Patent: WO2016/51193, 2016, A1, . Location in patent: Paragraph 00667; 00668; 00669
[3] Patent: TW2017/14884, 2017, A, . Location in patent: Paragraph 0076
[4] Patent: EP2589592, 2018, B1, . Location in patent: Paragraph 0563; 0564
[5] Patent: WO2010/126851, 2010, A1, . Location in patent: Page/Page column 108-109
  • 16
  • [ 189281-08-1 ]
  • [ 4732-69-8 ]
  • [ 82671-06-5 ]
  • [ 189281-66-1 ]
Reference: [1] Patent: US5998436, 1999, A,
  • 17
  • [ 82671-06-5 ]
  • [ 189281-66-1 ]
Reference: [1] Patent: WO2015/180614, 2015, A1,
[2] Patent: WO2015/180613, 2015, A1,
[3] Patent: WO2015/180612, 2015, A1,
  • 18
  • [ 82671-06-5 ]
  • [ 791644-48-9 ]
Reference: [1] Patent: US2011/20377, 2011, A1,
[2] Patent: WO2008/112642, 2008, A1,
[3] Patent: WO2008/112646, 2008, A1,
[4] Patent: WO2009/145814, 2009, A2,
  • 19
  • [ 82671-06-5 ]
  • [ 959616-64-9 ]
Reference: [1] Patent: WO2016/51193, 2016, A1,
  • 20
  • [ 82671-06-5 ]
  • [ 953780-42-2 ]
Reference: [1] Patent: WO2016/51193, 2016, A1,
  • 21
  • [ 82671-06-5 ]
  • [ 953780-40-0 ]
Reference: [1] Patent: WO2016/51193, 2016, A1,
  • 22
  • [ 82671-06-5 ]
  • [ 1034667-22-5 ]
Reference: [1] Patent: US2011/20377, 2011, A1,
[2] Patent: WO2008/112642, 2008, A1,
[3] Patent: WO2008/112646, 2008, A1,
[4] Patent: WO2009/145814, 2009, A2,
  • 23
  • [ 82671-06-5 ]
  • [ 917835-69-9 ]
Reference: [1] Patent: WO2016/82930, 2016, A1,
  • 24
  • [ 82671-06-5 ]
  • [ 886372-63-0 ]
Reference: [1] Patent: WO2016/51193, 2016, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 82671-06-5 ]

Fluorinated Building Blocks

Chemical Structure| 189281-66-1

[ 189281-66-1 ]

Methyl 2,6-dichloro-5-fluoronicotinate

Similarity: 0.94

Chemical Structure| 851484-95-2

[ 851484-95-2 ]

2-Chloro-5-fluoronicotinaldehyde

Similarity: 0.71

Chemical Structure| 505084-59-3

[ 505084-59-3 ]

2-Chloro-5-(trifluoromethyl)nicotinic acid

Similarity: 0.66

Chemical Structure| 1416351-81-9

[ 1416351-81-9 ]

2,6-Dichloro-5-fluoropyridin-3-amine hydrochloride

Similarity: 0.65

Chemical Structure| 152840-65-8

[ 152840-65-8 ]

2,6-Dichloro-5-fluoropyridin-3-amine

Similarity: 0.65

Chlorides

Chemical Structure| 189281-66-1

[ 189281-66-1 ]

Methyl 2,6-dichloro-5-fluoronicotinate

Similarity: 0.94

Chemical Structure| 62774-90-7

[ 62774-90-7 ]

2,6-Dichloro-4-methylnicotinic acid

Similarity: 0.80

Chemical Structure| 54718-39-7

[ 54718-39-7 ]

2,5,6-Trichloronicotinic acid

Similarity: 0.78

Chemical Structure| 58584-86-4

[ 58584-86-4 ]

Ethyl 2,6-dichloronicotinate

Similarity: 0.78

Chemical Structure| 2942-59-8

[ 2942-59-8 ]

2-Chloronicotinic acid

Similarity: 0.72

Carboxylic Acids

Chemical Structure| 62774-90-7

[ 62774-90-7 ]

2,6-Dichloro-4-methylnicotinic acid

Similarity: 0.80

Chemical Structure| 54718-39-7

[ 54718-39-7 ]

2,5,6-Trichloronicotinic acid

Similarity: 0.78

Chemical Structure| 2942-59-8

[ 2942-59-8 ]

2-Chloronicotinic acid

Similarity: 0.72

Chemical Structure| 66909-30-6

[ 66909-30-6 ]

2-Chloro-5-methylnicotinic acid

Similarity: 0.69

Chemical Structure| 5398-44-7

[ 5398-44-7 ]

2,6-Dichloroisonicotinic acid

Similarity: 0.68

Related Parent Nucleus of
[ 82671-06-5 ]

Pyridines

Chemical Structure| 189281-66-1

[ 189281-66-1 ]

Methyl 2,6-dichloro-5-fluoronicotinate

Similarity: 0.94

Chemical Structure| 62774-90-7

[ 62774-90-7 ]

2,6-Dichloro-4-methylnicotinic acid

Similarity: 0.80

Chemical Structure| 54718-39-7

[ 54718-39-7 ]

2,5,6-Trichloronicotinic acid

Similarity: 0.78

Chemical Structure| 58584-86-4

[ 58584-86-4 ]

Ethyl 2,6-dichloronicotinate

Similarity: 0.78

Chemical Structure| 2942-59-8

[ 2942-59-8 ]

2-Chloronicotinic acid

Similarity: 0.72