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Chemical Structure| 27143-07-3
Chemical Structure| 27143-07-3
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Product Details of [ 27143-07-3 ]

CAS No. :27143-07-3 MDL No. :MFCD02852962
Formula : C11H13ClN2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 256.69 Pubchem ID :-
Synonyms :

Calculated chemistry of [ 27143-07-3 ]

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.27
Num. rotatable bonds : 6
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 66.43
TPSA : 59.92 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.95 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.73
Log Po/w (XLOGP3) : 4.1
Log Po/w (WLOGP) : 2.03
Log Po/w (MLOGP) : 1.56
Log Po/w (SILICOS-IT) : 2.08
Consensus Log Po/w : 2.5

Druglikeness

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

Water Solubility

Log S (ESOL) : -3.88
Solubility : 0.0339 mg/ml ; 0.000132 mol/l
Class : Soluble
Log S (Ali) : -5.06
Solubility : 0.00221 mg/ml ; 0.00000863 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -3.77
Solubility : 0.0435 mg/ml ; 0.000169 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.64

Safety of [ 27143-07-3 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P201-P202-P261-P264-P270-P271-P280-P302+P352-P304+P340-P308+P313-P310-P330-P361-P403+P233-P405-P501 UN#:2811
Hazard Statements:H301-H311-H331-H341 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 27143-07-3 ]

* 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 [ 27143-07-3 ]
  • Downstream synthetic route of [ 27143-07-3 ]

[ 27143-07-3 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 104-94-9 ]
  • [ 609-15-4 ]
  • [ 27143-07-3 ]
YieldReaction ConditionsOperation in experiment
89%
Stage #1: With hydrogenchloride; sodium nitrite In water at -10 - -5℃; for 0.5 h;
Stage #2: With sodium acetate In water at -10 - -5℃; for 2 h;
100 g (0.81 mol) of the starting material (3) was added to 400 ml of water at room temperature,To the reaction solution was added dropwise 270 ml (3.24 mol) of concentrated hydrochloric acid.After the dropwise addition, 115 g (1.62O1) of a mixed solution of sodium nitrite and 460 ml of water was added dropwise to the reaction solution, and the temperature control was carried out at -5 to 10C.Drop control, control the temperature at -5 ~ -10 ° C reaction 30min.Then, 135 ml (0.97 mol 1) of the reaction solution was added dropwise to the reaction solution,A mixed solution of ethyl dichloroacetoacetate and 135 ml of methanol,The temperature during the dropwise process is controlled at -5 to 10 ° C.After completion of the reaction, a mixed solution of 207 g (2.43 mol) of anhydrous sodium acetate and 514 ml of water was added dropwise to the reaction solution,The temperature is maintained at -5 to 10 ° C during the dropwise addition. Drop finished, temperature control at _10 ° C, reaction 2h.Then transferred to room temperature, allowed to stand overnight, with a brown solid precipitated, filtered and the filter cake was washed with anhydrous methanol (2 x 300ml).To give 186.9 g of a yellow solid (theoretical yield of 208. lg) in a yield of 89percent
85%
Stage #1: With hydrogenchloride; sodium nitrite In ethanol; water at 0 - 5℃; for 0.5 h;
Stage #2: With sodium acetate In ethanol; water at 0 - 25℃;
General procedure: Commercially available substituted aniline (63.4mmol) was portionwise added to a solution of concentrated HCl (13mL), ethanol (20mL) and water (7mL). To the above mixture was added dropwise a solution of NaNO2 (4.69g, 69.7mmol) in water (15mL) at 0–5°C. After the completion of addition, the reaction mixture was stirred at this temperature for 30min, and then added into a mixture of ethyl 2-chloroacetoacetate (10.88g, 63.4mmol), anhydrous sodium acetate (15.60g, 190.10mmol), and water (90mL) at 0°C. The reaction mixture was stirred at 0°C for 10min and then at room temperature for 4h. The solid which precipitated was collected by filtration and recrystallized from ethanol to afford light yellow solids (21a–21m) in 75.2–90percent yields.
6.3.4
Ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (21d)
Yellow solid; Yield: 85.0percent; M.p.: 96.6-98.5 °C; MS (ESI) m/z(percent):279.1 [M+Na]+, 535.1 [2M+Na]+.
73.6%
Stage #1: With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5 h;
Stage #2: With sodium acetate In ethanol; water at -5 - 20℃; for 4 h;
In 250 mLTo a three-necked flask was added p-methoxyaniline (13.5 g, 0.11 mol) Water (56 ml), concentrated hydrochloric acid (28 ml),Stirred and dissolved, cooled to -5°C ,NaNO2 (7.9g, 0.12mol) aqueous solution was added dropwise, the temperature was controlled below 0°C ,Reaction below 0 °C for 30min. A 500 mL three-necked flask was charged with ethyl 2-chloroacetoacetate (18 g, 0.11 mol) Ethanol 270mL,Water 30mL, cooled to -5°C ,Sodium acetate (13.5 g, 0.16 mol) was added.Then make the above prepared diazonium salt solution into the anti-drop Should be the system, the control temperature is below 0°C . After dropping at room temperature for 4h. The reaction mixture was poured into 1 L of water and stirred until a large amount of solid was obtained After the precipitation was filtered off to give the product, a yellow solid, 20.6g, m. p. 106-109 °C, yield 73.6percent.
50.4% With hydrogenchloride; sodium acetate; sodium nitrite In ethanol; water at -5 - 20℃; for 7 h; Under room temperature, will be sequentially 4-methoxyaniline (30.0 g, 244 mmol) and water (100 ml) added to a reaction flask. Stirring of the obtained mixture, the lower the temperature to -5 to 0 °C. Then to the adding concentrated hydrochloric acid (35 ml) and sodium nitrite solution (50 ml). After the completion of the dropping, preserving heat and stirring the obtained mixture of 0.5 hours, then dropwise 2-chloro-3-oxo butyric acid ethyl ester (40.2 g, 244 mmol) of ethanol solution (200 ml), and sodium acetate (60.0 g, 732 mmol) aqueous solution (500 ml). After the completion of the dropping, at -5 to 0 °C, to the stirring mixture of 0.5 hours. Furthermore, the obtained mixture to room temperature, stirring for 6 hours. After the reaction, filtration, vacuum drying, silica gel column chromatography (PE:EA=10:1) to obtain 31.6 g product, in other words 2-chloro-2 - (2 - (4-methoxyphenyl) hydrazono) ethyl acetate (yield 50.4percent).
19%
Stage #1: With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5 h;
Stage #2: With sodium acetate In methanol at 0℃; for 1 h;
4-methoxy-aniline (2k) (24.6 g, 0.2 mol) was dissolved in hydrochloric acid (50 mL, 0.2mol, 12N) of water (100 mL) was cooled to 0 ° C, was slowly dropwise sodium nitrite (16.6 g, 0.24 mol) in water (80 mL) solution, after the addition was complete, 0 ° C for 30 minutes, then was added sodium acetate (328 g, 0.40 mol) adjusting the reaction solution pH = 5 ~ 6, maintaining 0 ° C, was added dropwise ethyl 2-chloroacetoacetate (32.9 g, 0.2 mol) in methanol (80 mL) solution, after the addition was complete, maintaining 0. C for 1 hour. To the reaction solution was added ethyl acetate (200 mL x 2) and the combined organic phases, the organic phase was washed with saturated brine QOO mL xl), dried over anhydrous sodium sulfate, and concentrated under reduced pressure, the residue was purified by silica gel column chromatography ( ethyl acetate / petroleum ether (v / v) = 1: 50-1: 10) to give the title compound 2-chloro-2- (2- (4-methoxyphenyl) hydrazone yl) acetate (21) , as a yellow solid (19.5 g, 19percent yield).
105 g
Stage #1: With hydrogenchloride; sodium nitrite In water at -5 - 10℃;
Stage #2: With sodium acetate; acetone In water at -5 - 0℃; for 1 h;
Example 5Preparation of ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetateStep-i: Water (600 ml) was added to p-anisidine (100 g) at room temperature and the resulting mixture was cooled to 10°C, followed by the addition of concentrated hydrochloric acid (133.5 g). The resulting mixture was cooled to —5°C to 0°C, followed by portion-wise addition of 40percent aqueous sodium nitrite solution (67.2 g in 175 ml of water) over a period of 45 minutes to 1 hour. The resulting mass was stirred for 1 hour 30 minutes at —5°C to0°C, followed by slow addition of 11percent sulfamic acid solution (35 g in 325 ml of water) over a period of 1 hour to 1 hour 30 minutes to produce a reaction mass (first part).Step-2:Sodium acetate (146 g) was added to water (300 ml) at room temperature and then stirred for 10 minutes to 15 minutes, followed by the addition of ethyl 2-chloroacetoacetate (160.4g) and acetone (300 ml) at room temperature to form a reaction mixture. The resulting mixture was cooled to 0°C (second part). The resulting mixture (second part) was added to the reaction mass (first part) obtained in step-i at —5°C to 0°C and then stirred for 1 hour at the same temperature. Acetone (200 ml) was added to the resulting mass and then stirred for 30 minutes at —5°C to 0°C. The resulting mass was settled for 5 hours at —5°C to 0°Cand then filtered the solid. Methanol (150 ml) was added to the resulting solid at room temperature and then stirred for 2 hours at the same temperature. The separated solid was filtered, washed with methanol (50 ml) and then dried the material at 25°C for 24 hours to produce 105 g of ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (Purity by HPLC: 96percent).

Reference: [1] Patent: CN104513239, 2017, B, . Location in patent: Paragraph 0197; 0238; 0243; 0244
[2] European Journal of Medicinal Chemistry, 2016, vol. 123, p. 431 - 446
[3] Patent: CN107400131, 2017, A, . Location in patent: Paragraph 0026; 0031; 0042-0044
[4] Patent: CN105384739, 2016, A, . Location in patent: Paragraph 0391; 0392; 0393
[5] Patent: CN104395312, 2016, B, . Location in patent: Paragraph 0396; 0451-0455; 0501; 0502-0506
[6] Synthesis, 2011, # 11, p. 1799 - 1803
[7] Patent: WO2012/168364, 2012, A1, . Location in patent: Page/Page column 16-17
[8] Patent: WO2015/177801, 2015, A1, . Location in patent: Page/Page column 25; 26
[9] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 10, p. 2800 - 2810
  • 2
  • [ 638-07-3 ]
  • [ 104-94-9 ]
  • [ 27143-07-3 ]
Reference: [1] Patent: US2006/69258, 2006, A1, . Location in patent: Page/Page column 11-12
  • 3
  • [ 104-94-9 ]
  • [ 105-39-5 ]
  • [ 27143-07-3 ]
Reference: [1] Farmaco, Edizione Scientifica, 1985, vol. 40, # 4, p. 259 - 271
  • 4
  • [ 473927-69-4 ]
  • [ 27143-07-3 ]
  • [ 473927-64-9 ]
YieldReaction ConditionsOperation in experiment
75% With triethylamine In ethyl acetate at 0℃; for 2 h; Inert atmosphere; Cooling with ice; Reflux The preparation was carried out in an inert atmosphere (argon). 2-Chloro-2-[2-(4- methoxyphenyl)hydrazono] acetic acid ethyl ester (14.1 g; 0.055 mol) was dissolved in 140 ml of ethyl acetate. The solution was cooled to 0-5°C in an iced water bath. The solution being stirred, 1-(4-iodophenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one (21.1 g; 0.055 mol) was added in portions. After stirring up, triethylamine (11.1 g; 0.110 mol) was added dropwise to the reaction mixture at 0-5 °C. The cooling of the reaction mixture was interrupted and the temperature was left to rise to the room level. Then, heating was started up to reflux. The reflux temperature of the reaction mixture was maintained for ca. 120 min. Completion of the reaction was monitored by means of HPLC. The reaction mixture was cooled to 0-5°C again and concentrated hydrochloric acid (27.5 ml; 0.275 mol) diluted with distilled water in the 1 :1 ratio was slowly added dropwise. Being cooled, the reaction mixture was stirred for ca. 1 h. Then, another 55 ml of water was added and the resulting suspension was stirred for another 2 h while being cooled. The separated product was isolated by filtration and dried in vacuo at 50°C for 24 h. The product III was obtained in the yield of 21.3 g; i.e. 75 percent and HPLC quality of 95 percent.
30.4%
Stage #1: With triethylamine In toluene for 2 h; Reflux
Stage #2: With hydrogenchloride In dichloromethane; water at 25 - 30℃; for 2 h;
Step-2: Ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H- pyrazolo [3,4-cJ pyridine-3-carboxylate 1 -(4-Iodophenyl)-3 -morpholine-5,6-dihydro-2H-pyridin-2-one (100 g, obtained in step-i), ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate (100 g) and triethylamine (131.6g) were added to toluene (1000 ml) at room temperature. The resulting mixture was heated to reflux and then stirred for 2 hours at reflux. The reaction mass was cooled to room temperature, followed by filtration and then washing with toluene (50 ml x 2). The resulting toluene layer was washed with water (200 ml x 2), followed by distillation of toluene layer under vacuum at 90°C to obtain a residue (164 g). 4N Hydrochloric acid (79.2g) and dichloromethane (315 ml) were added to the resulting residue and then stirred for 2 hours at room temperature. The reaction mass was washed with 2percent sodium bicarbonate solution (200 ml), followed by washing with water (200 ml) and then adjusting the pH to 6. The resulting dichioromethane layer was treated with carbon (10 g), followed by distillation under vacuum at 55°C to obtain a residue (175 g). Acetone (200 ml) was addedto the resulting residue and then stirred for 30 minutes at room temperature. The resulting mass was cooled to 0-5°C for 30 minutes and then stirred for 30 minutes. The separated solid was filtered, washed with chilled acetone (70 ml) and then dried the material at 65°C for 3 hours to produce 102 g of ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7- tetrahydro- 1 H-pyrazolo[3 ,4-c]pyridine-3 -carboxylate (Purity by HPLC: 99percent; overall yield:30.4percent).
Reference: [1] Patent: WO2014/75648, 2014, A1, . Location in patent: Page/Page column 11
[2] Patent: WO2015/177801, 2015, A1, . Location in patent: Page/Page column 23
  • 5
  • [ 1415831-80-9 ]
  • [ 27143-07-3 ]
  • [ 473927-64-9 ]
YieldReaction ConditionsOperation in experiment
63%
Stage #1: With triethylamine In ethyl acetate at 0℃; Inert atmosphere; Reflux
Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 20℃;
Example 4. Synthesis of a compound of formula (II): l-(4- methoxyphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-l//- pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl esterIII IV IICompound (IV) (0.82 g, 3.19 mmol) is dissolved in 5 ml of AcOEt in a ml 3-necked flask equipped with coolant, thermometer and magnetic stirrer, in nitrogen atmosphere, and cooled to 0° with an ice bath. Compound (III) (1.02 g, 2.63 mmol) and triethylamine (0.89 ml, 6.40 mmol) are added. When the additions have been completed, the reaction is heated to reflux temperature for 3h, after which another portion of compound (IV) (350 mg) and triethylamine (0.25 ml) are added. When compound (III) has completely disappeared, the end-of-reaction mixture is cooled to 0°C, treated with a solution of HC1 (1.80 g of 37percent HC1 in 3.20 g of H2O) and maintained under stirring at room temperature overnight. A solid precipitates, which is filtered through a Buchner funnel and washed with 5 ml of a 1 : 1 solution of AcOEt and isopropanol. The compound of formula (II) is obtained as a solid (0.85 g, yield 63percent).1H NMR (300 MHz, CDC13): 67.67 (2H, dd, J0=8.7 Hz, Ar-H), 7.46 (2H, dd, Jo=9.0 Hz, Ar-H), 7.06 (2H, dd, Jo=9.0 Hz, Ar-H), 6.90 (2H, dd, Jo=9.0 Hz, Ar-H), 4.45 (2H, q, J=7.2 Hz, 4.09 (2H, t, J=6.6 Hz, CH2(3/4N), 3.81 (3H, s, Ar-OCH3), 3.32 (2H, t, J=6.6 Hz, (3/4CH2N), 1.43 (3H, t, J=7.3 Hz, COOCH2CH3).
Reference: [1] Patent: WO2012/168364, 2012, A1, . Location in patent: Page/Page column 17-18
  • 6
  • [ 27143-07-3 ]
  • [ 473927-64-9 ]
YieldReaction ConditionsOperation in experiment
109 g With triethylamine In toluene for 2 h; Reflux Example 6Preparation of ethyl 6-(4-iodophenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro- 1H-pyrazolo[3,4-cJ pyridine-3-carboxylate3-Chloro-5,6-dihydro-1-(4-iodophenyl)-piperidin-2-one (100 g, obtained in example 4), ethyl 2-chloro-2-(2.-(4-methoxyphenyl)hydrazono)acetate (115 g, obtained in example 5)and triethylamine (151.5 g) were added to toluene (1000 ml) at room temperature and the mixture was heated to reflux. The resulting mass was stirred for 2 hours at reflux, followed by filtration and then washing with toluene (200 ml). The resulting toluene layer was washed with water (200 ml x 2) and then subjected to carbon treatment. The resulting organic layer was distilled under vacuum to obtain a residue. Acetone (150 ml) was addedto the resulting residue and then stirred for 30 minutes at room temperature. The reaction mass was then cooled to 0-5°C, followed by stirring the mass for 30 minutes at the same temperature. The separated solid was filtered, washed with acetone (30 ml) and then dried the material at 65°C for 3 hours to produce 109 g of ethyl 6-(4-iodophenyl)-1-(4- methoxyphenyl)-7-oxo-4,5 ,6,7-tetrahydro- 1 H-pyrazolo[3 ,4-c}pyridine-3 -carboxylate(Purity by HPLC: 99percent; melting range: 171.2°C to 173°C).
Reference: [1] Patent: WO2015/177801, 2015, A1, . Location in patent: Page/Page column 26
  • 7
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  • [ 473927-64-9 ]
Reference: [1] Patent: WO2015/111073, 2015, A2,
  • 8
  • [ 545445-40-7 ]
  • [ 27143-07-3 ]
  • [ 503614-56-0 ]
YieldReaction ConditionsOperation in experiment
81.2% With N-ethyl-N,N-diisopropylamine In ethyl acetate at 85 - 95℃; for 20 h; Inert atmosphere; Green chemistry Under nitrogen atmosphere, ethyl acetate (360 mL) was added with 18.2 g of 5,6-dihydro-3-(4-morpholinyl)-2(1H)-pyridone andEthyl [(4-methoxyphenyl)hydrazino]chloroacetate 30.8 g, 19.4 g of diisopropylethylamine was added under stirring, and the reaction was heated to 85 to 95°C and stirred for 20 hours. After cooling to 15 to 25° C., 35 mL of trifluoroacetic acid was added dropwise after filtration, followed by stirring at 15 to 25° C. for 2 hours.Adding 10percent sodium bicarbonate solution to quench the mass percentage (the mass percentage refers to the percentage of sodium bicarbonate in the total mass of aqueous sodium bicarbonate, the same below), and then extracted with ethyl acetate 1 Times.The organic phase was washed with a 10percent by weight aqueous solution of sodium bicarbonate and a 15percent by weight saline solution (the mass percent containedThe amount refers to the percentage of sodium chloride in the total mass of the saline solution) and is dried over anhydrous sodium sulfate.Filtration and concentration in vacuo (45-55°C, -0.085 MPa--0.1 MPa) afforded a yellow solid.The yellow solid was added to 150 mL of ethyl acetate, heated to 75-85°C and stirred for 1 hour to dissolve, cooled to 0-5°C and stirred for 2 hours, filtered, washed with 0-5°C ethyl acetate, and dried at -0.01. Vacuum drying at MPa--0.1MPa, 45-55°C for 8 hours to 12 hours to obtain a pale yellow solid25.6 g, yield 81.2percent, HPLC purity 98.30percent.
Reference: [1] Patent: CN107955002, 2018, A, . Location in patent: Paragraph 0082-0097
[2] Patent: CN105384739, 2016, A, . Location in patent: Paragraph 0205; 0208; 0209; 0214
  • 9
  • [ 27143-07-3 ]
  • [ 207976-92-9 ]
  • [ 503614-56-0 ]
YieldReaction ConditionsOperation in experiment
66.1% With triethylamine In toluene for 12 h; Reflux Under room temperature, the toluene (500 ml), 3-chloro -5,6-dihydro-pyridine -2 (1H)-one (35 g, crude), 2-chloro-2 - (2 - (4-methoxyphenyl) hydrazono) ethyl acetate (30.8 g, 0 . 120 mol) and triethylamine (24.2 g, 0 . 240 mol) are added to a reaction flask. The obtained mixture is heated to reflux under agitation, and the reaction to reflux 12 hours. The resultant mixture to cool to room temperature, into ethyl acetate (500 ml) and water (500 ml) in a mixed solution, filtered. The obtained filter cake drying under reduced pressure to get the yellow solid 25.0 g, that is, 1 - (4-methoxyphenyl) - 7-oxo -4, 5, 6, 7-tetrahydro -1H-pyrazolo [3,4-c] pyridine-3-carboxylic acid ethyl ester (yield: 66.1percent).
56% With triethylamine In toluene at 130℃; for 4 h; General procedure: Toluene (1.55 dm3), 62 g 11 (0.471 mol), 242 g 3(0.943 mol), and 286 g triethylamine (2.828 mol) were sequentially charged at RT into a 3 dm3 three-neckedround-bottomed flask, fitted with a condenser, a mechanical stirrer, and a CaCl2 guard tube. The reaction mixture was refluxed at 130 °C for 4 h, cooled to RT, poured into930 cm3 ice cold water, and extracted with dichloromethane(4 9 930 cm3). The organic layers were combined, washed with brine (2 9 930 cm3), dried over anhydrous Na2SO4, and concentrated under reduced pressureat <55 °C. The crude material thus obtained was stirred with 620 cm3 MTBE for 1 h at RT, filtered, washedwith 310 cm3 MTBE, and finally dried at 45 C for 2 h toobtain 14 (83 g, 56percent, 99.3percent purity by HPLC analysis) as abrown solid. 1H NMR spectral data of 14 (see SupplementaryMaterial for details) was found to be consistent withthe values described in Ref. [15]
Reference: [1] Patent: CN105384739, 2016, A, . Location in patent: Paragraph 0394; 0395; 0396
[2] Monatshefte fur Chemie, 2017, vol. 148, # 8, p. 1477 - 1482
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  • [ 27143-07-3 ]
  • [ 503614-56-0 ]
Reference: [1] Patent: CN104513239, 2017, B,
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Chemical Structure| 27069-16-5

[ 27069-16-5 ]

5-(4-Methoxyphenyl)-1H-pyrazole-3-carboxylic acid

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Chemical Structure| 890591-64-7

[ 890591-64-7 ]

3-(3-Methoxyphenyl)-1H-pyrazole-5-carboxylic acid

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Chemical Structure| 2095779-74-9

[ 2095779-74-9 ]

6-Chloro-2-(3,5-dimethoxyphenyl)pyridazin-3(2H)-one

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Chemical Structure| 1446410-04-3

[ 1446410-04-3 ]

3-Chloro-5-methoxy-1-methyl-1H-indazole

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Esters

Chemical Structure| 865887-07-6

[ 865887-07-6 ]

Methyl 4-methoxy-1H-indazole-3-carboxylate

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Chemical Structure| 115315-95-2

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Ethyl 1-phenyl-1H-pyrazole-3-carboxylate

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Chemical Structure| 909717-95-9

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Ethyl 4-methoxypyrazolo[1,5-a]pyridine-3-carboxylate

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Chemical Structure| 4498-68-4

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Ethyl 1H-indazole-3-carboxylate

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Chemical Structure| 3597-63-5

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3-Hydroxy-2H-benzo[b][1,4]oxazin-2-one

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Amines

Chemical Structure| 60481-02-9

[ 60481-02-9 ]

(4-Phenoxyphenyl)hydrazine hydrochloride

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Chemical Structure| 1190305-94-2

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4-Amino-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylic acid

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Chemical Structure| 19501-58-7

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4-Methoxyphenylhydrazine hydrochloride

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Chemical Structure| 39232-91-2

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3-Methoxyphenylhydrazine hydrochloride

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Chemical Structure| 104033-62-7

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(4-Isopropoxyphenyl)hydrazine hydrochloride

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