Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 134575-14-7, name is exo-Benzyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate, belongs to amides-buliding-blocks 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 134575-14-7, name: exo-Benzyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate

24.2. (la,5a,6a)-6-Formyl-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester:DMP (15% in DCM, 20 mL) was added to a solution of intermediate 24.1 (1.27 g) in DCM (20 mL) at RT. After stirring for 2h40 at RT, sat. aq. NaHCO3 was added and the phases were separated. The org. phase was dried (MgSO^ and evaporated off. CC (Hept/EA 12/88 to EA) of the crude afforded 620 mg of the desired compound as orange oil.LC-MS: tR = 0.86 min; [M+H]+: 246.04.

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Reference:
Patent; ACTELION PHARMACEUTICALS LTD; CAROFF, Eva; HILPERT, Kurt; HUBLER, Francis; MEYER, Emmanuel; RENNEBERG, Dorte; WO2010/116328; (2010); A2;,
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Some common heterocyclic compound, 72505-21-6, name is 4-(Trifluoromethyl)thiobenzamide, molecular formula is C8H6F3NS, 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: 72505-21-6

Step B 2-(4-Trifluoromethylphenyl)thiazole A stirred solution of 5.0 grams (0.024 mole) of 4-trifluoromethylbenzthioamide, 4.4 grams (0.026 mole) of bromoacetaldehyde dimethyl acetal, and 4 drops of concentrated hydrochloric acid in 50 ml of ethanol was heated at reflux for 18 hours. After this time the reaction mixture was subjected to column chromatography on silica gel. Elution was accomplished using 20% ethyl acetate in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 3.3 grams of 2-(4-trifluoromethylphenyl)thiazole. The nmr spectrum was consistent with the proposed structure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 72505-21-6, its application will become more common.

Reference:
Patent; FMC Corporation; US5073564; (1991); A;,
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Synthetic Route of 85006-25-3, A common heterocyclic compound, 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, molecular formula is C10H19NO5, 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.

General procedure: Nucleophile (1-3 mol equiv), tris-(dibenzylideneacetone)dipalladium (2.5 mol %), tris-(2-furyl)phosphine (10 mol %) and potassium carbonate (2 mol equiv) were added to a solution of the aryl halide (1 mmol) in dry dimethylformamide (10 mL) in a Schlenk tube. The reaction mixture was then degassed using the freeze, pump, thaw (F.P.T.) technique (one cycle). Allene gas was then introduced at the required pressure (1 atm) and the Schlenk tube contents stirred and heated at 80 C for 16 h. After cooling and venting, DCM (20 mL) was added and the mixture filtered to remove inorganic salts. The filtrate was concentrated in vacuo and the residue was purified by column chromatography.

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:
Article; Elboray, Elghareeb E.; Gao, Chuanjun; Grigg, Ronald; Tetrahedron; vol. 68; 14; (2012); p. 3103 – 3111;,
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Adding a certain compound to certain chemical reactions, such as: 94838-59-2, name is tert-Butyl 4-aminophenethylcarbamate, belongs to amides-buliding-blocks 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 94838-59-2, HPLC of Formula: C13H20N2O2

2-(1,3-dioxo-2Hisoindol-2-yl)-4- thiazolylacetic acid(Formula 3-1) (CAS No. 954268-27-0) (20.0 g, 0.069 mole) and Hydroxybenzotriazole hydrate (11.9 g, 0.077 mole) was dissolved in dichloromethane (160 ml), and then cooled to 0 to 5 C. N, N-dicyclohexylcarbodiimide (14.3 g, 0.069 mole) was dissolved in dichloromethane (40 ml) and slowly added dropwise to the cooled mixture, and then Maintaining temperature at 0 ~ 5 and stirred for 30 min. To the suspended reaction solution [2- (4-aminophenyl) Ethyl] carbamic acid tert-butyl ester (Formula 2-1) (CAS No. 94838-59-2) (16.4 g, 0.069 mole) and Triethylamine (7.02 g, 0.069 mole) was added thereto and stirred at room temperature (20 to 25 C) for 24 hours. After completion of the reaction, the reaction solution was cooled to 0 to 5 C, stirred for 12 hours, and filtered. After filtration, the residue was washed with dichloromethane (20 ml), and the filtrate was obtained. The residue was extracted with 200 ml of brine solution. The extraction was carried out three times. An organic layer was obtained, and the solid obtained by concentration under reduced pressure at 35 to 40 C was vacuum-dried at 35 to 40 C for 15 hours to obtain the compound of Formula 5-1 (30.5 g, yield 87%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Nebular Perm Nosebleed A Co., Ltd.; Jeong In-hwa; Lee In-gyu; Mo Gil-ung; Han Hae-su; Han Ga-ram; Shin Jae-won; Kim Hyeon-jeong; Kim A-reum; Jeong Gi-won; Ahn Ji-hun; (23 pag.)KR2018/138058; (2018); A;,
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Application of 239074-29-4,Some common heterocyclic compound, 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, molecular formula is C12H23NO3, 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.

A suspension of 4-hydroxy-5 -methyl-6-oxo-5,6-dihydro- 1,5 -naphthyridine-3- carbonitrile (100 mg, 0.50 mmol) in THF (10 mL) was stirred at rt and treated with (1,1- dimethylethyl [tralpha/?5-4-(hydroxymethyl)cyclohexyl] carbamate (114 mg, 0.50 mmol), triphenyl phosphine (261 mg, 0.99 mmol) and DIAD (0.20 mL, 0.99 mmol) added dropwise. The resulting pale yellow suspension was stirred at rt for 20 min then heated at 80 0C overnight. The reaction was then heated at 60 0C over the weekend. The reaction was then evaporated to give a yellow gum which was purified by silica chromatography, eluting with MeOH/DCM (0-10%) to give the title compound (0.51 g), containing residual triphenylphosphine oxide. This may be used in the next step without further purification.MS (ES+) m/z 413 [MH+].

The synthetic route of 239074-29-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; JONES, Graham, Elgin; MARKWELL, Roger, Edward; HENNESSY, Alan Joseph; MILES, Timothy; PEARSON, Neil David; WO2010/45987; (2010); A1;,
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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. 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C13H17ClN2O3

(step 1) To a solution of (2R)-3-methylbutan-2-ol (0.38 mL) in toluene (8 mL) was added sodium hydride (0.28 g), and the resulting mixture was stirred at 70C for 15 min under a nitrogen atmosphere. A mixture of tert-butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (1.0 g), BINAP (0.066 g), Pd2(dba)3 (0.048 g) and toluene (8 mL) was added, and the resulting mixture was stirred at 100C for 2 hr under an argon atmosphere. The reaction solution was poured into water, and the resulting product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0?40% ethyl acetate/hexane) to give tert-butyl 8-{[(1R)-1,2-dimethylpropyl]oxy}-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.77 g, 65%) as a white powder. 1H-NMR(CDCl3):delta0.94(3H,d,J=6.8Hz), 0.96(3H,d,J=6.6Hz), 1.23(3H,d,J=6.2Hz), 1.43(9H,s), 1.82-1.95(1H,m), 3.81(2H,brs), 4.21(2H,brs), 4.34-4.43(2H,m), 4.97(1H,brs), 6.40(1H,brs), 7.30-7.50(1H,m)

According to the analysis of related databases, 956434-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2213675; (2010); A1;,
Amide – Wikipedia,
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Reference of 2618-96-4, These common heterocyclic compound, 2618-96-4, name is Dibenzenesulfonimide, 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.

General procedure: Under N2, ynamide 1a (0.300 mmol, 108.7 mg) and diphenylsulfonimide (2a; 0.600 mmol, 178.4 mg, 2.00 equiv) were dissolved in CH2Cl2 (4.00 mL). The reaction mixture was allowed to stir at r.t. After the consumption of 1a (4.5 h, TLC, eluent: PE-EtOAc, 4:1), the mixture was concentrated, and the residue was purified by flash chromatography on silica gel (eluent: PE-EtOAc, 6:1 ? 4:1) to afford 3a.

The synthetic route of 2618-96-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Lian; Deng, Yuan; Cao, Jian; Synthesis; vol. 47; 6; (2015); p. 783 – 788;,
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Synthetic Route of 830-43-3, These common heterocyclic compound, 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, 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.

In the same manner as in Example 158, 0.390 g of 1-(2-chlorobenzyl)-2-methyl-6-[4-(trifluoromethyl)benzenesulfonylcarbamoyl]benzimidazole (221) were formed from 0.45 g of 6-carboxy-1-(2-chlorobenzyl)-2-methylbenzimidazole, 0.486 g of N,N’-carbonyldiimidazole, 0.676 g of 4-(trifluoromethyl)benzenesulfonamide and 0.457 g of diazabicycloundecene. Properties of Compound (221): 1H-NMR(DMSO-d6, delta): 2.52(3H, s), 5.62(2H, s), 6.47(1H, d, J=7.2 Hz), 7.22(1H, t, J=7.5 Hz), 7.34(1H, t), 7.56(1H, d, H=8.0 Hz), 7.66(1H, d, 8.5 Hz), 7.78(1H, d), 7.97(2H, d, J=8.3 Hz), 8.06(1H, s), 8.15(2H, d, J=8.3 Hz). IR(KBr): 1620 cm-1. Mass(FAB): m/e 508(M+1). mp: 288.0-292.0 C.

Statistics shows that 4-(Trifluoromethyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 830-43-3.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6352985; (2002); B1;,
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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. 2297-06-5, name is Methyl 4-amino-2-sulfamoylbenzoate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H10N2O4S

SYNTHESIS EXAMPLE 5 Synthesis of preparation intermediate, methyl 2-(aminosulfonyl)-4-(2,5-dihydro-3,4-dimethyl-2,5-dioxo-1H-pyrrol-1-yl)benzoate (Compound No. II-B-4) In 3 ml of acetic acid, 1 mmol of methyl 4-amino-2-(aminosulfonyl)benzoate and 1.05 mmol of 2,3-dimethylmaleic anhydride were stirred at 80 C. for 40 hours. Acetic acid was then distilled off from the reaction mixture, followed by the addition of 20 ml of ice water to the oily residue. After the mixture thus formed was stirred for 2 hours, the resulting precipitate was collected by filtration and then dried in air. Yield: 43%. Its physiocochemical properties are shown in Table 8.

The synthetic route of 2297-06-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kureha Kagaku Kogyo K.K.; US5127937; (1992); A;,
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These common heterocyclic compound, 174799-52-1, name is tert-Butyl (2-(benzylamino)ethyl)carbamate, 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. Formula: C14H22N2O2

Tert-butyl(2-(benzylamino)ethyl)carbamate (Formula II, 50 g, 0.200 moles), 1,8-Diazabicycloundec-7-ene (61.12 ml, 0.401 moles) and DMF (300 ml) were charged in round bottom flask at RT and stirred to get heterogeneous solution. The reaction mixture was cooled to 0-5 C. and methyl vinyl ketone (75.3 ml, 0.903 moles) was added to the reaction mixture slowly over a period of 30 min. The resulting reaction mixture was stirred at room temperature for 16 h. After completion of the reaction, the reaction mixture was cooled to 0-5 C. and diluted with water (500 ml). The aqueous solution was extracted with ethyl acetate (250 ml*2). The organic layer was washed with 1N HCL (200 ml). The pH of aqueous layer was adjusted to 8 with saturated NaHCO3 solution (200 ml) and extracted with ethyl acetate (250 ml*2). The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure at 45-50 C. to give tert-butyl(2-(benzyl(3-oxobutyl)amino)ethyl)carbamate (Formula III, 30 g, yield 46.87%) as a dark brown color liquid.

The synthetic route of tert-Butyl (2-(benzylamino)ethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMTED; IQBAL, Javed; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; (23 pag.)US2016/168138; (2016); A1;,
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