pyrazoles-derivatives

16461-94-2, These common heterocyclic compound, 16461-94-2, name is 4-Bromo-1H-pyrazol-3-amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

3-Amino-4-bromopyrazole (0.331 g, 2.04 mmol) and 3-(dime1hylamino)-2-methyl-2-propenal (0.220 g, 1.94 mmol) were dissolved in acetic acid (6.48 mL) and ethanol (9.72 mL) and the reaction stirred at room temperature for 1 h. Solvents were removed under reduced pressure. The remaining residue was taken up in dichloromethane and purified by column chromatography (20- 80% EtO Ac/Hex) to give the title compound (0.294 g, 1.39 mmol). LRMS (APCI) calc’d for (C7H6BrN3) [M+H , 212.0; found 211.9. 1H NMR (500 MHz, cdcl3) delta 8.44 (s, 2H), 8.04 (s, 1H), 2.40 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 16461-94-2.

82560-12-1, Adding some certain compound to certain chemical reactions, such as: 82560-12-1, name is 3-Amino-5-tert-butylpyrazole, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 82560-12-1.

A solution of Intermediate 55a (2.64 g, 6.50 mmol), 3-tert-butyl-lH-pyrazole-5- amine (997 mg, 7.1 mmol) and trans-N,N-dimethylcyclohexane-diamine (185 mg, 0.33 mmol) was formed in toluene (25 mL). Potassium carbonate (1.9 g, 13.7 mmol) was added and the mixture degassed by bubbling nitrogen through it. Copper(I) iodide (64.0 mg, 1.30 mmol) was added and the mixture was refluxed at 110 C for 24 h. The solvent was evaporated under reduce pressure and the residue was partitioned between EtO Ac/Water and extracted with EtOAc. The combined organics were dried over Na2S04, filtered and evaporated. Purification by FCC eluting with a gradient of 0-50% EtOAc in cyclohexane gave the title compound (1.72 g, 64%). LCMS (Method 3): Rt 3.69 min, m/z 418 [MH+].

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 82560-12-1.

141573-95-7, A common compound: 141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

The alkali solution was warmed to 55 C, was added dropwise to the organic layer obtained in step c, the reaction 1h; then recovered the organic solvent, the aqueous layer was retained, the aqueous layer acidified at a temperature of 80 25min, natural cooling To 30 , then water-cooled to 15 , incubated for 30min, filtered and dried to obtain finished DFPA.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

A common compound: 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 5334-40-7

2-(methylamino)ethanol (2.00 g, 26.63 mmol) and 4-nitro-1H-pyrazole-3-carboxylic acid (3.54 g, 22.52 mmol) in toluene (24.44 mL) were stirred at 15 ¡ãC. SOd2 (4.52 mL, 62.28 mmol) was slowly added followed by DMF (171.44 jiL, 2.21 mmol). The reaction mixturewas stirred at 55 ¡ãC for 10 minutes then 70 ¡ãC for 18 h. Solvents were evaporated. The residue was taken up into DMF (20.62 mL) and TEA (16.66 mL) was added slowly. The reaction mixture was stirred at rt for 12 h. Water was added and the mixture was extracted twice with EtOAc, dried over Mg504, filtered and evaporated. The crude residue was purified via silica gel chromatography (Stationary phase: irregular SiOH 15-40 jim, 80 g,mobile phase gradient: from 100percent DCM to 97percent DCM, 3percent MeOH (+ 10percent NH4OH)) to give 1.96 g of intermediate 14b (38percent yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5334-40-7, other downstream synthetic routes, hurry up and to see.

These common heterocyclic compound, 2075-46-9, name is 4-Nitro-1H-pyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 2075-46-9

Example 1 3-Chloro-1H-pyrazol-4-amine hydrochloride (1a) A 1000-mL, multi-neck cylindrical jacketed reactor, fitted with a mechanical stirrer, temperature probe and nitrogen (N2) inlet, was charged with 4-nitropyrazole (50.0 g, 429 mmol) and palladium on alumina (5 wt %, 2.5 g). Ethanol (150 mL) was added, followed by a slow addition of concentrated hydrochloric acid (37 wt %, 180 mL). The reaction was cooled to 15 C., and triethylsilane (171 mL, 1072 mmol) was added slowly via addition funnel over 1 hour, while maintaining the internal temperature at 15 C. The reaction was stirred at 15 C. for 72 hours, after which the reaction mixture was filtered through a Celite pad and the pad was rinsed with warm ethanol (40 C., 2*100 mL). The combined filtrates were separated and the aqueous layer (bottom layer) was concentrated to ?100 mL. Acetonitrile (200 mL) was added and the resulting suspension was concentrated to ?100 mL. Acetonitrile (200 mL) was added and the resulting suspension was concentrated to ?100 mL. Acetonitrile (200 mL) was added and the resulting suspension was stirred at 20 C. for 1 hour and filtered. The filter cake was rinsed with acetonitrile (2*100 mL) and dried under vacuum at 20 C. to afford a white solid (?10:1 mixture of 1a and 1H-pyrazol-4-amine, 65.5 g, 99%): 1H NMR (400 MHz, DMSO-d6) delta 10.52 (bs, 3H), 8.03 (s, 1H); EIMS m/z 117 ([M]+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2075-46-9.

176969-34-9, These common heterocyclic compound, 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1-methyl-3-difluoromethyl-1H-pyrazole-4-carboxylic acid (7.76 g, 40 mmol) represented by formula (III) was refluxed with thionyl chloride (47.6 g, 0.4 mol) for 4 hours. When the reaction system turns to a pale yellow transparent liquid, the reaction is continued for 30 min. The reaction is stopped, and after cooling down to room temperature, 1-methyl-3-difluoromethyl-1H-pyrazole-4-acyl chloride is obtained by distillation under reduced pressure. 1-methyl-3-difluoromethyl-1H-pyrazole-4-carbonyl chloride (2 mmol) was added to 15 ml of dichloromethane, Phenylmethanamine (2.1 mmol) was added followed by slow triethylamine (0.3 g, 3 mmol) stirring overnight at room temperature; followed by TLC (EA:PE=2:1 (V)) until the reaction was complete with dichloromethane. Three times extraction with water=1:1 (V) system, concentration of organic layer, extraction with toluene or 75% ethanol, and column chromatography (EA:PE=2:1(V)) to obtain N-benzyl as shown in (K11). 1-Methyl-3-(difluoromethyl)-1H-pyrazole-4-carboxamide

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 176969-34-9.

15878-00-9,Some common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, molecular formula is C3H3ClN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE Preparation of 2-{4- [4- (4-chloro-1-pyrazolyl)-butyl]-1-piperazinyl}pyrimidine. To a mixture of 2- (1-piperazinyl)pyrimidine (32.8 g; 0.2 mol), 1,4-dibromobutane (47.5 g; 0.22 mol) and K2 CO3 (69 g; 0.5 tool) in 400 ml of dimethylformamide is added 4 -chloropyrazole (20.5 g; 0.2 mol), and the mixture is held at the reflux for 17 hours. The reaction mixture is filtered hot and evaporated to dryness. The residue is dissolved in HCl, washed with CHCl3, rendered alkaline with dilute NaOH and extracted in basic medium with CHCl3. The organic phase is then dried and subsequently evaporated to dryness, and 61 g (95%) of 2-{4-[4-(4-chloro-1-pyrazolyl)butyl]-1-piperazinyl}pyrimidine are obtained. Spectroscopic data: IR (film); 2843, 1586, 1547, 1358, 983 cm-1. 1 H NMR (delta, CDCl3): 8.25 (d, 2H, J=4.7 Hz); 7.39 (s, 1H); 7.35 (s, 1H); 6.44 (t, 1H, J=4.7 Hz); 4.0 (t, 2H, J=6.8 Hz); 3.80 (m, 4H); 2.43 (m, 6H); 1.90 (m, 2H) 1.52 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15878-00-9, its application will become more common.

1120-82-7, Adding some certain compound to certain chemical reactions, such as: 1120-82-7, name is (1H-Pyrazol-1-yl)methanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1120-82-7.

Analogous method is applied for synthesis of LB as described for LA. The CH2Cl2 solution (10.0mL) of 2,6-diethylbenzenamine (3.29mL, 0.0200mol) was added a CH2Cl2 solution (30.0mL) of 1H-1-pyrazolyl-1-methanol (3.92g, 0.0400mol). The reaction solution was dried over the MgSO4 after stirring the reaction mixture at room temperature for 3days. The filtrate solvent was removed under reduced pressure to give bright yellow oil (5.54g, 89.5%). Anal. Calc. for C18H23N5: C, 69.8; H, 7.49; N, 22.6. Found: C, 68.1; H, 7.41; N, 21.6%. 1H NMR (CDCl3, 400MHz): delta 7.57 (d, 2H, J=2.0Hz, -N=CH-CH=CH-N-), 7.28 (d, 2H, J=2.0Hz, -N=CH-CH=CH-N-), 7.19 (t, 1H, J=7.2Hz, p-NC6H3(CH2CH3)2-), 7.09 (d, 2H, J=7.6Hz, m-NC6H3(CH2CH3)2-), 6.24 (t, 2H, J=2.0Hz, -N=CH-CH=CH-N-), 5.40 (s, 4H, -N-CH2-N-), 2.10 (q, 4H, J=7.6Hz, -NC6H3(CH2CH3)2-), 1.05 (t, 6H, J=7.6Hz, -NC6H3(CH2CH3)2-). 13C NMR (CDCl3, 100MHz): delta 142.94 (s, 1C, ipso-NC6H3(CH2CH3)2), 142.41 (s, 2C, o-NC6H3(CH2CH3)2-), 139.90 (d, 2C, J=183Hz, -N=CH-CH=CH-N-), 129.27 (d, 2C, J=184Hz, -N=CH-CH=CH-N-), 127.25 (d, 2C, J=158Hz, m-NC6H3(CH2CH3)2-), 126.42 (d, 1C, J=156Hz, p-NC6H3(CH2CH3)2-), 105.95 (d, 2C, J=176Hz, -N=CH-CH=CH-N-), 68.85 (t, 2C, J=149Hz, -N-CH2-N-), 23.00 (t, 2C, J=125Hz, -NC6H3(CH2CH3)2-), 14.75 (q, 2C, J=125Hz, -NC6H3(CH2CH3)2-). IR (liquid neat; cm-1): 3845 (w), 3743 (w), 3617 (w), 3110 (w), 2967 (m), 1702 (w), 1151 (m), 1457 (m), 1392 (m), 1264 (s), 1159 (s), 1083 (s), 1042 (s), 962 (m), 873 (w), 812 (w), 744 (s), 653 (w), 616 (m), 581 (w).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1120-82-7.

288-13-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 288-13-1 as follows.

EXAMPLE 1; Preparation of 2-Amino-3-methyl-5-(1-methyl-1H-pyrazol-4-yl)-5-(3-pyrimidin-5-ylphenyl)-3,5-dihydro-4-imidazol-4-one; Step a); Preparation of Compound 2; A mixture of pyrazole (3.00 g, 44.0 mmol), iodine (6.71 g, 26.4 mmol) and ceric ammonium nitrate (14.5 g, 26.4 mmol) in acetonitrile (400 mL) was stirred at room temperature for 2.5 h. The reaction was concentrated and partitioned between ethyl acetate (250 mL) and 5% aqueous sodium bisulfite (250 mL). Water (150 mL) was added and the organic layer was separated and washed with brine (250 mL), dried over magnesium sulfate, filtered and concentrated to afford 2 (7.80 g, 91%) as a white solid: mp 105-108 C.; 1H NMR (300 MHz, CDCl3) delta7.63 (s, 2H).

According to the analysis of related databases, 1H-Pyrazole, the application of this compound in the production field has become more and more popular.

1145-01-3, A common compound: 1145-01-3, name is 3,5-Diphenyl-1H-pyrazole, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Potassium hydroxide (0.800 g, 14 103 mol) was treated with 9.0 mL of DMSO and the resulting mixture was magnetically stirred at room temperature (ca. 298 K) for 30 min. After this period 3,5-diphenylpyrazole (0.788 g, 3.58 103 mol) was added and the stirring was maintained for 30 min at 298 K. Then, 1-chloro-2-methoxyethane (4.0 mL, 45 103 mol) was gradually added and the reaction mixture was left overnight under stirring at 298 K. After this period, 50 mL of iced cold water was added to eliminatethe unreacted KOH; the organic phase was then extracted with diethylether and washed repeatedly with water, dried over Na2SO4 and filtered. Then, the filtrate was concentrated to dryness on arotary evaporator. The solid formed was collected and later on dried in vacuum for 3 days. [Yield: 0.880 g, (88%)]. Characterization data:Anal (%). Calc. for C18H18N2O (MW 278.35): C, 77.67; H, 6.52; N,10.06%; found: C, 77.8; H, 6.6 and N, 10.1. MS (ESI): m/z 279.15{[M] H}. IR selected data: 3059-3015 [n(CeH)] and 2987-2952[n(CeH)], 1481(m), 1462(s), 1441(m), 1363(m), 1300(m), 1115(s),1012(m), 762(s), 691(s) cm1. UV-vis data (c 5.74 x 10-5 M in CH2Cl2): l (epsilon) 223 (1.5 104) and 253 (3.1 104). Rf (inCHCl3) 0.24. 1H NMR data: d 3.32 (s, 3H, OMe); 3.91 [t,3JH,H 7.2, 2H, (-CH2-d)]; 4.34 [t, 3JH,H 7.2, 2H, (-CH2-c)]; 6.65(s, 1H, H4); 7.35 (t, 3JH,H 7.7, 1H, H4b); 7.47e7.60 (m, 5H, H3a, H4a,H5a, H3b and H5b); 7.70 (d, 2H, 3JH,H 7.6, H2b and H6b), 7.92 (d, 2H,3JH,H 7.5, H2a and H6a). 13C{1H} NMR data: 49.1 (Cd); 58.9 (OMe);71.4 (Cc); 103.4 (C4); 125.3 (C2b and C6b); 125.7 (C2a and C6a); 126.0(C4b); 126.8 (C4a); 128.7 (C3a and C5a); 129.2 (C3b and C5b); 130.7(C1b); 133.6 (C1a); 145.9 (C5) and 150.9 (C3).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3,5-Diphenyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.