Category: 137049-00-4

Related Products of 137049-00-4, A common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, molecular formula is C4H5ClN2O2S, 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 125 mL round-bottomed flask equipped with N2 inlet were added 302 mg (730 umol) N-t-butoxycarbonyl-(2-aza- bicyclo[3.3.1]non-6-yl)-(3-trifluoromethoxy-benzyl)-amine, 197 mg (1.09 mmol) N- methylimidazole-4-carbonyl chloride hydrochloride, 141 mg (1.09 mmol) diisopropylethylamine, and 10 mL dry acetonitrile. The reaction was heated at 800C for 72 hours, cooled, diluted with ethyl acetate, washed with aqueous sodium bicarbonate solution and brine, dried over sodium sulfate, and evaporated to an oil. The residue was chromatographed on silica gel using hexane/ethyl acetate as eluant to afford 198 mg (49%) of a mixture of isomers as an oil.13C-NMR (delta, CDCI3): 21.45, 24.04, 24.23, 24.31 , 24.58, 25.45, 27.24, 28.08, 28.60, 28.63, 30.59, 31.09, 31.22, 31.58, 32.63, 32.89, 33.72, 34.11 , 37.87, 39.38, 40.31, 42.85, 44.96, 46.02, 48.71, 48.98, 57.49, 61.47, 61.90, 79.51, 119.35, 119.58, 119.68, 119.80, 120.00, 120.16, 121.91 , 124.14, 125.56, 125.80, 126.02, 129.81 , 139.19, 141.11 , 142.03, 149.48, 155.55, 155.78 (a mixture of isomers).MS: 559 (parent+1 for MW = 558, C25H33N4O5SF3).HRMS Calc’d. for C25H34N4O5SF3: 559.2202. Found: 559.2178 (-4.3 ppm).

The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/65500; (2008); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 137049-00-4, 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 137049-00-4 as follows.

5. SYNTHESIS OF (-)-2,4-DICHLORO-7V-(1 ‘-(l-METHYL-li-iMiDAzoL-4-YLSULFONYL)-2,3-DIHYDRO [INDENE- 1 ,4 ‘-PIPERIDINE] -2-YL)BENZAMIDE, 7B; [00235] To a solution of 6b (440 mg, 1.07 mmol) and DIPEA (384 muL, 2.14 mmol) in CH2Cl2 (12 mL) was added 1 -methyl- lH-imidazole-4-sulfonyl chloride (194 mg, 1.07 mmol). The reaction was stirred for 18 h. To the reaction mixture was added hexanes (4 mL) and isolated the white ppt by vacuum filtration to afford 7b (501 mg, 92%); Eta-nmr (400 MHz, CDCl3) delta 7.53 (s, IH), 7.46-7.44 (m, 2H), 7.37 (d, J= 2.0 Hz, IH), 7.30-7.18 (m, 5H), 6.06 (d, J= 10.0 Hz, IH), 4.91 (dd, J= 9.0, 6.0 Hz, IH), 3.88-3.72 (m, 5H), 3.43 (dd, J= 17.0, 6.0 Hz, IH), 3.14 (d, J = 12.5, 5.0 Hz, IH), 3.03 (td, J= 12.0, 3.0 Hz, IH), 2.81 (d, J= 16.0 Hz, IH), 2.27-2.21 (m, IH), 1.94 (d, J= 13.5 Hz, IH), 1.81-1.71 (m, 2H), 1.49 (dd, J= 35.0, 6.5 Hz, IH); m/z 519.1.

According to the analysis of related databases, 137049-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig, W.; CONN, Jeffrey, P.; WILLIAMS, Richard; JONES, Carrie, K.; SHEFFLER, Douglas, J.; WO2010/102003; (2010); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

These common heterocyclic compound, 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, 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. Recommanded Product: 137049-00-4

To a precooled (0 C) solution of intermediate 2.93 (20. mg, 0.066 mmol) in dichloromethane (0.5 mL) was added triethylamine (30 muL, 0.2 mmol) and 1-methyl-1H- imidazole-4-sulfonyl chloride (18 mg, 0.098 mmol). The resulting mixture was allowed to warm to room temperature and stirred for 15 h, then diluted with wet DMSO (0.5 mL), filtered through Celite and purified via mass-directed isolation using ultra-performance liquid chromatography (15 mg, 52% yield).1H NMR (500 MHz, Acetonitrile-d3) d 8.85 (s, 1H), 7.77- 7.65 (m, 2H), 7.53 (dd, J = 12.3, 1.5 Hz, 2H), 7.39 (t, J = 8.5 Hz, 1H), 7.32- 7.24 (m, 1H), 7.21- 7.10 (m, 2H), 7.10- 7.02 (m, 1H), 4.36 (dd, J = 13.3, 4.3 Hz, 1H), 3.68- 3.58 (m, 4H), 3.06- 2.94 (m, 1H), 2.94- 2.86 (m, 2H); AMM 449.0869 (ESI) m/z [calc for C20H19ClFN4O3S (M+H)+ 449.0850]. (0467)

The synthetic route of 1-Methyl-1H-imidazole-4-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; VAL-CHUM, LIMITED PARTNERSHIP; GRENIER, Melissa Carey; SMITH, Amos B., III; FINZI, Andres; DING, Shilei; CHAPLEAU, Jean-Philippe; (240 pag.)WO2020/28482; (2020); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, belongs to imidazoles-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 137049-00-4, category: imidazoles-derivatives

3-Isopropyl-2-oxo-2,3-dihydrobenzoimidazole-1-carboxylic acid [(1S,3R,5R)-8-((S)-2-hydroxy-3-methylaminopropyl)-8-azabicyclo[3.2.1]oct-3-yl]amide TFA salt, (prepared as described in Example 12, step (f)), (0.050 g, 0.078 mmol) was suspended in dimethylformamide (5 mL) and cooled to 0 C. N,N-diisopropylethylamine (0.43 mL, 24.6 mmol) was added, followed by 1-methyl-1-H-imidazole sulfonyl chloride (0.017 g, 0.094 mmol). The reaction was allowed to reach room temperature and was judged to be complete after about 1 hr. The reaction was quenched with acetic acid and water (1:1). Volatiles were removed and purification via prep HPLC (reverse phase) was accomplished on a gradient of 15-45% over 50 min; flow rate 20 mL/min, to provide the title compound (0.030 g, 56%) as a TFA salt. (m/z): [M+H]+ calcd for C26H37N7O5S 560.27; found 560.5. Retention time (anal. HPLC: 2-50% MeCN/H2O over 4 min)=4.05 min. 1H NMR (d6-DMSO): 9.28 (d, 1H), 8.08 (d, 1H), 7.79 (d, 2H), 7.45 (d, 1H), 7.21 (m, 2H), 4.75 (br m, 2H), 4.01 (m, 1H), 3.71 (br s, 4H), 3.23 (m, 3H), 2.88 (m, 1H), 2.77 (s, 2H), 2.29 (m, 2H), 2.08 (m, 2H), 1.93 (m, 4H), 1.59 (m, 2H), 1.48 (d, 6H).

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, 1-Methyl-1H-imidazole-4-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Theravance, Inc.; US2006/276482; (2006); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 137049-00-4, 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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of N-[4-methyl-5-(lH-pyrazol-4-yl)-l,3-thiazol-2-yl]acetamide, compound (3) (44 mg; 0.2 mmol; 1 eq.), 1 -methyl- lH-imidazole-4-sulfonyl chloride (36 mg; 0.2 mmol; 1 eq.) and N,N-diisopropylethylamine (0.1 ml; 0.6 mmol; 3 eq.) in DCM (2 ml) was stirred overnight at RT. The reaction mixture was diluted with DCM and washed with water and brine. Organic phase was dried over MgSO4, filtered and evaporated. The resulting crude product was purified by flash chromatography (CHCl3ZMeOH gradient from 100:1 to 50: 50), affording compound (8) as light yellow solid (35 mg; 47.5 %). 1U NMR (DMSO-d6) delta 2.12 (s, 3H), 2.32 (s, 3H), 3.72 (s, 3H), 7.86 (m, IH), 8.06 (s, IH), 8.30 (m, IH), 8.47 (s, IH), 12.11 (br s, IH). M”(ESI): 365.25; M+(ESI): 367.23. HPLC, Rt: 2.31 min (purity: 98.4%).

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, 1-Methyl-1H-imidazole-4-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LABORATOIRES SERONO S.A.; WO2007/82956; (2007); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride belongs to imidazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 137049-00-4

The product from Example 225C (0.044 g, 0.15 mmol), 1- methyl-1H-imidazole-4-sulfonyl chloride (0.033 g, 0.180 mmol) and triethylamine (0.042 mL, 0.30 mmol) were combined in dichloromethane (0.75 mL), heated at 60 C for 2 hours and concentrated. Purification by chromatography (silica gel, 0-3% methanol in dichloromethane) afforded the title compound (0.038 g, 56%). 1H NMR (300 MHz, DMSO-d6) delta 10.21 (s, 1 H) 7.84 (d, J=1.36 Hz, 1 H) 7.75 – 7.78 (m, 2 H) 7.48 (dd, J=9.49, 2.71 Hz, 1 H) 7.25 – 7.35 (m, 2 H) 7.21 (d, J=2.71 Hz, 1 H) 7.09 (dd, J=8.82, 2.71 Hz, 1 H) 7.03 (t, J=7.46 Hz, 1 H) 6.89 (d, J=8.82 Hz, 1 H) 6.83 (d, J=7.80 Hz, 2 H) 6.37 (d, J=9.49 Hz, 1 H) 3.67 (s, 3 H) 3.43 (s, 3 H). MS (ESI+) m/z 437 (M+H)+.

The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI)COMPANY, LTD.; HUBBARD, Robert Dale; MCDANIEL, Keith F.; PARK, Chang Hoon; PRATT, John K.; SOLTWEDEL, Todd; SUN, Chaohong; WANG, Le; WENDT, Michael D; WO2013/185284; (2013); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 137049-00-4, name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Methyl-1H-imidazole-4-sulfonyl chloride

The production of compound No. 26 proceeds according to the sequence of reaction steps shown in the following schemes: The first sub-step shown above was performed at 20 C. during 2 hours with a molar excess of CH2N2 (about 2 molar equivalents) in dry ether, then in a second sub-step (shown below) performed at 5 C. HCl gas was bubbled into the reaction mixture for 15 minutes, and the desired intermediate was obtained in 71% yield. For the conversion from 3 to 4, the first sub-step shown above was performed at 20 C. during 1 hour with a molar excess of thio-carbonyldiimidazole (about 2 molar equivalents) in THF, then in a second sub-step performed at 20 C. for 12 hours a 25% aqueous NH3 solution was added, and the desired intermediate was obtained in 72% yield. The conversion from 4 to 5 was performed during 6 hours with 1 molar equivalent NaHCO3 at reflux in methanol, and the desired intermediate was obtained in 92% yield. The conversion from 5 to 6 was performed during 3 hours at 20 C., and the desired intermediate was obtained in 90% yield. The conversion from 6 to the final compound was performed during 6 hours at 20 C. in 1,2-dichloroethane (DCE) in the presence of a molar excess of triethylamine (1.2 molar equivalents).

The synthetic route of 137049-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NV reMYND; US2010/197703; (2010); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

137049-00-4, Name is 1-Methyl-1H-imidazole-4-sulfonyl chloride, 137049-00-4, belongs to imidazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

To a solution of intermediate 2.103 (20. mg, 0.078 mmol) and triethylamine (30 muL, 0.2 mmol) in dichloromethane (0.5 mL) at 0 C was added 1-methyl-1H-imidazole-4- sulfonyl chloride (21 mg, 0.12 mmol). The resulting mixture was stirred for 18 h, then diluted with wet DMSO (1 mL), filtered through Celite and purified via mass-directed isolation using ultra-performance liquid chromatography (18 mg, 57% yield).1H NMR (500 MHz, (0494) Acetonitrile-d3) d 8.61 (s, 1H), 7.73 (s, 1H), 7.69 (dd, J = 11.8, 2.4 Hz, 1H), 7.57 (d, J = 1.4 Hz, 1H), 7.37 (t, J = 8.6 Hz, 1H), 7.26- 7.18 (m, 1H), 3.85- 3.77 (m, 1H), 3.73 (s, 3H), 3.64 (d, J = 12.0 Hz, 1H), 2.67 (t, J = 11.2 Hz, 1H), 2.62- 2.47 (m, 2H), 1.85- 1.76 (m, 1H), 1.59 (qt, J = 12.5, 4.0 Hz, 1H), 1.53- 1.41 (m, 1H); AMM 423.0678 (ESI) m/z [calc for (0495) C16H18ClFN4O3SNa (M+Na)+ 423.0670].

Statistics shows that 1-Methyl-1H-imidazole-4-sulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 137049-00-4.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; VAL-CHUM, LIMITED PARTNERSHIP; GRENIER, Melissa Carey; SMITH, Amos B., III; FINZI, Andres; DING, Shilei; CHAPLEAU, Jean-Philippe; (240 pag.)WO2020/28482; (2020); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem