Tag: M.W=0-100

Electric Literature of 31230-17-8, The chemical industry reduces the impact on the environment during synthesis 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life.

4,6-dichloro-2- (phenylethynyl) – pyrimidine (0 ? 71 g, 2 · 85 mmol) Wasdissolved DMAC (4 mL) at successively added 3-amino-5-methyl-R than sit Jie (0.31 g, 3. 14 mmol), sodium iodide (0. 51 g, 3. 42 mmol) , DIPEA (0. 6 mL, 3. 42mmol), the mixture was heated to 90 ° overnight with stirring. Ethyl acetate(60 mL) and saturated sodium bicarbonate. The solution (60 mL) was added themixture was extracted, dried, concentrated and purified by column (methylenechloride / methanol (V / V) = 10/1), to give a pale yellow solid (0. 49 g,56percent).

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, 5-Methyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GUANGDONG HEC PHARMACEUTICAL CO LTD; ZHANG, YINGJUN; LIU, BING; ZHANG, JIANCUN; ZHANG, JIQUAN; YANG, XUEQI; LI, YANPING; (45 pag.)CN104024246; (2016); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 1H-Pyrazole-4-carbonitrile

To a solution of 2-chloro-/V-(2,4-dimethoxybenzyl)-5-nitrobenzenesulfonamide (15.0 g, 38.8 mmol) in acetonitrile (450 mL) were added 1 /-/-pyrazole-4-carbonitrile (5.41 g, 93.1 mmol) and powdered potassium carbonate (16.1 g, 1 16 mmol) and it was stirred overnight at 100C. The reaction mixture was concentrated in vacuo and the residue was extracted with ethyl acetate and water. Pure title compound precipitated and was filtered off (9.09 g 20.5 mmol, 53 % yield, 97 % purity), The organic phase was washed with brine and dried over sodium sulfate. Concentration in vacuo led to further crude title compound (9.1 1 g., app. 60 % purity). (0390) LC-MS (Method B): Rt = 1 .17 min; MS (ESIneg): m/z = 442 [M-H]” (0391) 1H-NMR (400MHz, DMSO-d6) delta [ppm]: 3.53 (s, 3H), 3.64 (s, 3H), 4.08 (s, 2H), 6.20 (d, 1 H), 6.29 (dd, 1 H), 7.07 (d, 1 H), 7.89 (d, 1 H), 8.12 (br s, 1 H), 8.30 (br s, 1 H), 8.41 – 8.54 (m, 2H), 9.17 (br s, 1 H).

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; HAUFF, Peter; WERNER, Stefan; (94 pag.)WO2019/81573; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

31108-57-3, name is 1H-Pyrazole-4-carbonitrile, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 1H-Pyrazole-4-carbonitrile

Prepared according General Procedure E, Step 2 from compound Cll (60 mg, 0.14 mmol) and lH-pyrazole-4-carbonitrile (63 mg, 0.67 mmol), with purification by column chromatography on silica gel to provide compound 27 as an off-white solid (27.3 mg, 44%): mp 176-178 C; 1HNMR (300 MHz, CDCI3) delta 7.83 (d, J = 12.3 Hz, 2H), 4.95 (q, J = 18.3 Hz, 2H), 3.53 (d, J = 9.0 Hz, IH), 3.33 (s, 3H), 3.22 (d, J = 9.0 Hz, IH), 2.59 (t, J = 9.3 Hz, IH), 2.26-1.35 (m, 17H), 1.31-1.08 (m, 9H), 0.66 (s, 3H) ppm; ESI MS m/z 437 [M+H-H2Of .

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAGE THERAPEUTICS, INC.; MARTINEZ BOTELLA, Gabriel; HARRISON, Boyd, L.; ROBICHAUD, Albert, Jean; SALITURO, Francesco, Gerald; HERR, Robert, Jason; KARGBO, Robert, Borbo; WO2015/27227; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 3920-50-1, name is Pyrazole-3-carboxaldehyde, belongs to pyrazoles-derivatives compound, 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 3920-50-1, Recommanded Product: Pyrazole-3-carboxaldehyde

2-(Trimethylsilyl)ethoxymethyl chloride (14 ml, 78 mmol) was added portionwise over 10 minutes, at -40° C., to a solution of pyrazole-3-carboxaldehyde (5 g, 52 mmol) and diisopropylethylamine (13.6 ml, 78 mmol), in dichloromethane (100 ml). The reaction mixture was then warmed to room temperature and stirred for a further 18 hours, after which time it was quenched with brine and extracted with dichloromethane. The organic layer was separated, dried over magnesium sulphate and concentrated under reduced pressure to provide the crude product (14.6 g). A portion of this (3 g) was purified by flash chromatography on silica gel eluting with ethyl acetate:pentane (5:95 to 10:90 to 20:80, by volume) to provide the title compound (14.6 g, 100percent) as a 1.1:1 mixture of regioisomers. 1H-NMR (400 MHz, CDCl3): 5-0.05 (s, 9H, regioisomer B), -0.02 (s, 9H, regioisomer A), 0.87-0.94 (m, 2HA+2HB), 3.58 (t, 2HA+2HB), 5.51 (s, 2H, A), 5.81 (s, 2H, B), 6.87 (s, 1H, A), 6.97 (s, 1H, B), 7.62 (m, 1 HA+1 HB), 9.95 (s, 1H, B), 10.01 (s, 1H, A); LC-MS: ESI+: m/z 227 [MH+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazole-3-carboxaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Bradley, Paul Anthony; Dack, Kevin Neil; Marsh, Ian Roger; US2006/241125; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 31230-17-8, A common heterocyclic compound, 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

S-Ammo-S-methyl-pyrazole-l-carboxylic acid tert-butgammal esterNaH (95percent, 0.57g, 22.7mmol) was added slowly to a 00C solution of 3-Amino-5- methylpyrazole (2.Og, 20.6mmol) in THF (40ml). BoC2O (4.94g, 22.7mmol) was added after 30 min and the mixture was allowed to warm to room temperature. After stirring for 2 h at room temperature, the mixture was poured into a saturated aqueous solution of NaHCO3. The aqueous phase was extracted with CHCI3. The combined organic phases were dried over Na2SO4. Removal of the solvent in vacuum gave a crude mixture of the title compound and its 2-carboxylic acid tert.- butyl ester isomer, which were separated by chromatography on silica in ethyl acetate / heptane 2:1. Yield 2.4g, 59percent.1H-NMR: (400 MHz, D6-DMSO) 5.60 (IH, s), 5.27 (2H, s), 2.34 (3H, s), 1.51 (9H, s); MS (ESI+) = 198.26 (MH-H)+.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2006/32518; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 28466-26-4, name is 4-Aminopyrazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4-Aminopyrazole

Intermediate 25: 1 ,1-Dimethylethyl 6-[(1 /-/-pyrazol-4-ylamino)carbonyl1-3,4-dihydro- 2(1 HVisoalphauinolinecarboxylate; To a solution of 1 H-pyrazol-4-amine (1.87 g, 22.5 mmol), N-(3-dimethylaminopropyl)- N’-ethylcarbodiimide hydrochloride (5.18 g, 27 mmol), 1-hydroxybenzotriazole hydrate (3.65 g, 27 mmol) and triethylamine (6.3 ml_, 45 mmol) in DMF was added 2- {[(I J-dimethylethyOoxylcarbonylJ-i ^^^-tetrahydro-theta-isoquinolinecarboxylic acid (5.62 g, 20.3 mmol) and the reaction mixture was stirred at room temperature for 16 hours. The volatiles were removed under reduced pressure, the residue was dissolved in MeOH and potassium hydroxide (5.04 g, 90 mmol), water (100 ml.) was added and the mixture was heated at 500C for 15 min. The MeOH was evaporated under reduced pressure and the solid which crystallized was filtered and recrystallized from acetonitrile to give the title compound as a solid (3.7 g, 48%). LC/MS: m/z 341 (M-H)+, Rt: 2.80 min.

According to the analysis of related databases, 28466-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/74824; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1904-31-0

1 -Methyl- lH-pyrazo 1-3 -amine (158 mg, 1.63 mmol) and DIEA (1.08 mL, 6.52 mmol) was added to a solution of 2-(l-(ter^-butoxycarbonylamino)cyclobutyl)-2-hydroxyacetic acid (400 mg, 1.63 mmol) dissolved in DMF (20 mL). The solution was cooled to 00C and after 10 minutes HATU (620 mg, 1.63 mmol) was added. After approximately 2 hours at RT, LC-MS showed product and no starting material and the solvent was removed by rotary evaporation. The crude product was dissolved in 40 rnL of EtOAc and washed with 25 rnL of sat. NaHCCh (aq). The organic phase was dried with Na2SO4, filtered and evaporated to dryness. The crude product was purified on a 25 g silica column on a Biotage Flashmaster eluted with a gradient of heptane:ethyl acetate 1 :1, which gave the title compound as a white solid (488 mg, 92percent) yield. [M+H]+ = 325.

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVIR UK LTD; AYESA, Susana; BELFRAGE, Anna, Karin; CLASSON, Bjoern; GRABOWSKA, Urszula; HEWITT, Ellen; IVANOV, Vladimir; Joensson, Daniel; KAHNBERG, Pia; LIND, Peter; NILSSON, Magnus; ODEN, Lourdes; PELCMAN, Mikael; WAeHLING, Horst; WO2010/70615; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

288-13-1,Some common heterocyclic compound, 288-13-1, name is 1H-Pyrazole, molecular formula is C3H4N2, 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.

General procedure: Complex 2 (0.05 mmol) was added to a 5 mL of a sealed tube containing the aryl iodide or bromide (0.5 mmol), 1H-pyrazole (0.75 mmol), NaOH (1 mmol), and DMSO (1 mL). The mixture was stirred at 100 C for 12 h. After being cooled to room temperature, the mixture was quenched with 10 mL H2O and extracted with EtOAc(3 × 20 mL). The combined EtOAc extracts were dried with anhydrous Na2SO4, filtered and the solvent was removed under reduced pressure.The residue was purified by flash column chromatography on silicagel with PE/EtOAc (from 10:1 to 5:1) as the eluent to afford the pure products. All N-aryl pyrazoles reported here are known products and were characterised by 1H NMR, and GC-MS.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Pyrazole, its application will become more common.

Reference:
Article; Liu, Yan; Liu, Wei; Zhang, Qin; Liu, Ping; Xie, Jian-Wei; Dai, Bin; Journal of Chemical Research; vol. 37; 10; (2013); p. 636 – 637;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1192-21-8, These common heterocyclic compound, 1192-21-8, name is 1-Methyl-1H-pyrazol-5-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.

Step 3 Under an atmosphere of nitrogen 1-methyl-1H-pyrazol-5-amine (284.5 mg, 2.93 mmol) was dissolved in THF (17.8 mL) at RT and treated with 1.0M LiHMDS in THF (5.86 mL, 5.86 mmol). The reaction was stirred vigorously for 10 min, and then 90 (280 mg, 1.4647 mmol) was added as a solid in one portion. The 100 mL round bottom reaction flask was equipped with a water cooled condenser and heated to 80° C. The reaction was 30percent complete after 3.5 h, so additional 1.0M LiHMDS was added (8.86 mL, total: 14.72 mL, 14.72 mmol), and the reaction heated at 80° C. for another 2.5 hours (total time at 80° C.=6 h). The reaction mixture was diluted with water (20 mL), transferred to a separatory funnel and washed with DCM (4*30 mL). The DCM washings were combined, and the aqueous layer was neutralized via the addition 1.26 mL of 11.6 M aqueous HCl. The resulting precipitate was collected via vacuum filtration to afford 373 mg (94percent) of 3-(1-methyl-1H-pyrazol-5-ylamino)isoquinoline-6-carboxylic acid (92), which was used without any further purification.

Statistics shows that 1-Methyl-1H-pyrazol-5-amine is playing an increasingly important role. we look forward to future research findings about 1192-21-8.

Reference:
Patent; Genentech, Inc.; Array BioPharma Inc.; Blake, Jim; Chen, Huifen; Chicarelli, Mark; Gaudino, John; Gazzard, Lewis; Kintz, Sam; Mohr, Pete; Robarge, Kirk; Schwarz, Jacob; Zhou, Aihe; US2014/66453; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 16082-33-0, A common heterocyclic compound, 16082-33-0, name is 1H-Pyrazole-3,5-diamine, molecular formula is C3H6N4, 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.

To a solution of 1H-pyrazole-3,5-diamine (70 mg, 0.54 mmol) prepared by the procedure described in the literature (US82902, 2007) and pyridine (2.0 mL) was added III (100 mg, 0.20 mmol). The mixture was stirred at room temperature overnight. The reaction mixture was concentrated to dryness under reduced pressure. The residue was purified by column chromatography (silica, 0-40% CMA in CH2Cl2) followed by preparative HPLC to afford the title compound (25 mg, 25%) as an off-white solid. [0527] Rf0.20 (180:18:2 Methylene Chloride/Methanol/concentrated Ammonium Hydroxide). 1H NMR (300 MHz, DMSO-d6) delta 0.83 (s, 3H), 0.92 (s, 3H), 0.95 (s, 3H), 1.0 (s, 3H), 1.25 (s, 6H), 1.30 (s, 3H), 1.30-1.90 (m, 23H), 2.06 (m, 3H), 2.25 (m, 1H), 2.44 (d, J = 15.0 Hz, 1H), 2.62 (m, 1H), 5.35 (s, 1H). mp >300C. APCI MS (Positive Mode) m/z 574 [C34H51N7O + H]+

The synthetic route of 16082-33-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sequoia Sciences, Inc.; Eldridge, Gary R.; Buckle, Ronald Neil; Ellis, Michael; Huang, Zhongping; Reilly, John Edward; EP2712863; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics