Category: 93919-56-3

Reference of 93919-56-3,Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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: CDI (112 mg, 0.69 mmol) was added under nitrogen to a solution of 6 (200 mg, 0.62 mmol) in dry methylene chloride (15 mL). The solution was stirred at room temperature for 1 h, then (4-fluorophenyl)methanamine (116 mg, 0.93 mmol) was added, and stirred at room temperature under nitrogen or 24 h. After the complete conversion of the starting material, the reaction was quenched with 1 M HCl. The aqueous phase was extracted with methylene chloride (3 * 50 mL). The combined organic phases were washed with brine until neutral pH, dried on Na2SO4, filtered, and the solvent was eliminated under reduced pressure to give 7a (240 mg, 90%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-(Trifluoromethoxy)phenyl)methanamine, its application will become more common.

Reference:
Article; Tian, Yuanxin; Zhang, Tingting; Long, Lifan; Li, Zhonghuang; Wan, Shanhe; Wang, Guangfa; Yu, Yonghuan; Hou, Ju; Wu, Xiaoyun; Zhang, Jiajie; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 182 – 199;,
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These common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, 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: 93919-56-3

A solution of the ethyl 3-(3,5-dibromo-4-hydroxyphenyl)-1,2,4-oxadiazole-5-carboxylate (78 mg, 0.2 mmol) plus 4-trifluoromethoxybenzyl amine (57 mg, 0.3 mmol) in ethanol (3 mL) was refluxed for 6 hours. The resulting solution was evaporated in vacuo and the residue was dissolved in ethyl acetate (2.5 mL) and washed with 1 N hydrochloric acid (2 mL), then water (2 mL). The organic layer was evaporated to dryness in vacuo and purified by preparative HPLC to give the title compound (57 mg, 53%) as a colourless powder. 1H NMR delta (ppm) (DMSO-d6): 4.55 (2H, d), 7.38 (2H, d), 7.51 (2H, d), 10.07 (1H, t), 10.95 (1H, s, br). LCMS (10 cm_apci_formic) tR4.14 min; m/z 534/536/538 [M-H]-.

The synthetic route of (4-(Trifluoromethoxy)phenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Institute for OneWorld Health; US2009/318429; (2009); A1;,
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Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, belongs to ethers-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 93919-56-3, category: ethers-buliding-blocks

Compound 25 (100 mg, 299.18 umol, 1.0 eq.), HATU (113.76 mg, 299.18 umol, 1.0 eq.) and triethylamine were dissolved in 2 mL of DCM in a 50 mL round-bottom flask. Compound B (114.38 mg, 598.36 umol, 2.0 eq.) was added and the reaction was kept at 25 C for 4 hours. LCMS detection reaction is complete. The organic phase was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by HPLC to give compound 8 as a white solid (80 mg, 157.67 umol, yield: 52.70%).

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Reference:
Patent; Shanghai Yaoming Kant, Immanuel New Drug Development Co., Ltd.; Wu Xiangyang; Wang Fei; Ao Zhiyong; Yang Kanghui; Wan Shuangyi; Wang Lijuan; (30 pag.)CN106478589; (2017); A;,
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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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C8H8F3NO

A mixture of (R) -7-hydroxy-5, 6,7, 8-tetrahydro-naphthalen-1-yl)-carbamic acid phenyl ester (147.3 mg, 0.52 mmol) and 4-trifluoromethoxy-benzylamine (99.4 mg, 0.52 mmol) in DMSO (1.5 ml) was stirred at 150 &degC for 1.5 hours. The reaction mixture was cooled to room temperature, and ethylacetate and water were added. The extracted organic layer was washed with water then brine, dried over Na2S04, filtered and concentrated under reduced pressure. The obtained residue was triturated with dichloromethane and hexane to obtain N-{(R)-7-hydroxy-5, 6,7, 8-tetrahydro- naphthalen-l-yl}-N’-(4-trifluoromethoxy-benzyl)-urea (168.0 mg, 85 % yield). ‘H NMR (DMSO-d6) 5 1.54-1. 65 (m, 1H), 1. 81-1. 92 (m, 1H), 2.25-2. 38 (m, 1H), 2.68-2. 88 (m, 3H), 3. 86-3. 98 (m, 1H), 4.32 (d, J= 6.0 Hz, 2H), 4.85 (d, J= 4.1 Hz, 1H), 6. 72 (d, J=7. 5 Hz, 1H), 6.98 (t ; J= 7.5 Hz, 1H), 7.06 (t, J= 6.0 Hz, 1H), 7.34 (d, J=8.3 Hz, 2H), 7.43 (d, J=8.7 Hz, 2H), 7. 63 (d, J=7.5 Hz, 1H), 7.5 (s, 1H). Molecular weight : 380. 36 MS (M+H): 381 In vitro activity class: A Chiral HPLC (ChiralCel AD 0.49 cm x 25 cm column, n-hexane/ethanol = 90/10, flow rate 1.5 rnL/rnin) R-isomer was detected at 17.7 minutes.

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 93919-56-3.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; WO2003/95420; (2003); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H8F3NO

General procedure: All purchased chemicals were used without further purification. All solvents were HPLC grade. Boc-Trp-OH (1.00 mmol) was dissolved in 10 mL of dioxane under nitrogen. Carbonyldiimidazole(1.02 mmol) was then added in a stepwise manner and the resulting mixture stirred for 3 h at room temperature and then heated to 50C for 30 min. The desired amine (1.03 mmol) was added to the reaction mixture at room temperature and stirring was continued for 48 h. The solvent was removed under reduced pressure and crude product was extracted with ethyl acetate (3 x 20 ml). The organic extracts were washed with 1M hydrochloric acid (15 mL), saturated sodium bicarbonate solution (15 mL) and water (15 mL), then dried over anhydrous MgSO4 and the solvent was removed under reduced pressure. To this crude compound in water (1 mL) was added anisole (2.00 mmol). The solution was then cooled to 0C prior to addition of trifluoroacetic acid (30.00 mmol) in 1 mL of water. After stirring for 1 h at 0C, the reaction mixture was allowed to warm to room temperature and stirring was continued for 12 h. The reaction mixture was then diluted with ethyl acetate (15 mL) and washed with saturated sodium bicarbonate solution (15 mL), water (15 mL) and brine solution (15 mL) and dried over anhydrous MgSO4. The solvent was removed under reduced pressure to afford the crude free amine which was directly used in the next step without further purification. To a solution of the above crude amine in dichloromethane (5 mL) was added carbonyldiimidazole (1.2 mmol) under nitrogen at room temperature. After 3 h stirring, morpholine or 1-Boc-piperazine (1.55 mmol) was added to the reaction mixture and stirred for another 12 h at room temperature. The solvent was removed under reduced pressure, diluted with ethyl acetate (15 mL) and washed with 1M hydrochloric acid (15 mL), saturated sodium bicarbonate solution (15 mL), brine solution (15 mL) and dried over anhydrous MgSO4. The crude product was then purified by preparative HPLC (Gradient 0 to 100% of 95/5 acetonitrile/water solution over 25 min) and freeze-dried. NMR spectral data of all synthesized compounds 1-10 are included in the supporting information (S1-S10 Figs). NMR spectra were recorded on Bruker Avance DRX-600 and Varian 400 MHz spectrometers at 298 K with TMS as internal standard. High-resolution mass spectrometry (HRMS) was performed on a Bruker micro-TOF by directin fusion in acetonitrile/H2O 70:30 at 3 muL/min using sodium formate clusters as an internal calibrant. Semi-preparative RP-HPLC purification of the compounds was performed using a Waters Delta 600 chromatography system fitted with a Waters 486 tuneable absorbance detector with detection at 214 nm. Purification was performed by eluting with solvents A (0.1% TFA in water) and B (9:1 CH3CN:H2O, 0.1% TFA) on a Vydac C18 250 x 22 mm (300 A) steel jacketed column at 20 mL/min. NH peak of Indole is not observed in some of the compounds in CDCl3 due to peak broadness.

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 93919-56-3.

Reference:
Article; Duprez, Wilko; Bachu, Prabhakar; Stoermer, Martin J.; Tay, Stephanie; McMahon, Roisin M.; Fairlie, David P.; Martin, Jennifer L.; PLoS ONE; vol. 10; 7; (2015);,
Ether – Wikipedia,
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Synthetic Route of 93919-56-3, These common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, 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 3,3,3-trifluoropropanoic acid (2.28 g, 17.81 mmol) and N,N-diisopropylethylamine (4.2 g) in N,N-dimethylformamide (25 mL), was added HATU (9.25 g) in portions at 0 C. The mixture was then stirred for 5 min at 0 C, followed by addition of a solution of [4-(trifluoromethoxy)phenyl]methanamine (3.1 g, 16.22 mmol) in N,N- dimethylformamide (25 mL). The reaction was allowed to warm to room temperature and stirred for another 3 h. Water (300 mL) was added, and the mixture was extracted with ethyl acetate (200 mL x 3). The combined organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column with ethyl acetate/petroleum ether (1/2) as the eluent to afford the desired product (2.4 g, 49% yield).

Statistics shows that (4-(Trifluoromethoxy)phenyl)methanamine is playing an increasingly important role. we look forward to future research findings about 93919-56-3.

Reference:
Patent; INVENTISBIO INC.; DAI, Xing; WANG, Yaolin; (187 pag.)WO2017/139414; (2017); A1;,
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Ether | (C2H5)2O – 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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: ethers-buliding-blocks

EXAMPLE 144 3-Chloro-4-hydroxybenzoic Acid {4-[2-(4-Trifluoromethoxy)benzylaminoethoxy]-1-naphthylmethylene}hydrazide To a flask containing 4-trifluoromethoxybenzylamine (0.29 g, 1 mmole) in DMF (5 mL) was added 3-chloro-4-hydroxybenzoic acid [4-(2-chloroethoxy)-1-naphthylmethylene]hydrazide (0.403 g, 1 mmole) and triethylamine (0.1 g, 1mmole). The resulting solution was heated at 80 C. for 16 hours. Removal of most of the solvent in vacuo, followed by flash chromatography (10:1 CHCl3/MeOH) on silica gel provided the title compound as a brown solid. 1H NMR (DMSO-d6): delta 11.6 (s, 1H), 9.0 (m 2H), 8.3 (m 1H), 8.0 (m, 1H), 7.8 (s, 2H), 7.7 (m, 1H), 7.6 (m, 1H), 7.5 (m, 3H), 7.3 (m, 2H), 7.1 (m, 2H), 4.3 (t, 2H), 3.9 (s, 2H), 3.0 (t, 2H). MS (CI): 557, 559.

The synthetic route of 93919-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Novo Nordisk A/S; US6613942; (2003); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – 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. 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: (4-(Trifluoromethoxy)phenyl)methanamine

6-((6-((4-(trifluoromethoxy)benzyl)amino)pyridazin-3-yl)oxy)quinolin-2(1H)-one To a suspension of 6-((6-chloropyridazin-3-yl)oxy)quinolin-2(1H)-one (0.032 g, 0.117 mmol) in dioxane (2.0 mL) at room temperature was added 4-(trifluoromethoxy)benzylamine (0.091 mL, 0.585 mmol), (R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine (3.28 mg, 5.85 mumol), palladium (II) acetate (1.313 mg, 5.85 mumol) and sodium-t-butoxide (0.014 mL, 0.164 mmol). The reaction mixture was stirred in a sealed tube at 110 C. overnight, then concentrated under vacuum to a yellow oil. This was purified by prep HPLC to yield 6-((6-((4-(trifluoromethoxy)benzyl)amino)pyridazin-3-yl)oxy)quinolin-2(1H)-one as a white solid (4 mg, 5%). 1H NMR (500 MHz, METHANOL-d4) delta ppm 7.96 (d, J=9.5 Hz, 2H), 7.67-7.34 (m, 8H), 6.68 (d, J=9.6 Hz, 1H), 4.59 (s, 2H). LCMS: R.T.=1.738 min; [M+H]+=429.08.

The synthetic route of 93919-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; King, Dalton; Macor, John E.; Olson, Richard E.; Iwuagwu, Christiana I.; Karageorge, George N.; US2013/79338; (2013); A1;,
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Synthetic Route of 93919-56-3,Some common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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 lithium 3-[(2-Dimethylamino-ethyl)-methyl-amino]-lH-indazole- 6-carboxylate (77mg, 0.29 mmol) in anhydrous DMF (5mL) was added EDC (140mg, 0.73mmol) and etaOBt (47mg, 0.35mmol). The mixture was stirred for 10 min. then Et3N (0.16mL, 0.1.16mmol) and 4-trifluoromethoxybenzylamine (0.049mL, 0.32 mmol) were added. The mixture was heated at 50 0C for 15 hr. The mixture was allowed to cool, diluted with ethyl acetate (50 mL) and washed with aqueous sodium bicarbonate (25 mL). The aqueous layer was extracted with ethyl acetate (50 mL) and the combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo. Chromatography on silica yielded the title compound (37mg, 29%). m/z (M+eta) = 436.45.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (4-(Trifluoromethoxy)phenyl)methanamine, its application will become more common.

Reference:
Patent; FOREST LABORATORIES HOLDINGS LIMITED; WO2008/61109; (2008); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

93919-56-3, A common heterocyclic compound, 93919-56-3, name is (4-(Trifluoromethoxy)phenyl)methanamine, molecular formula is C8H8F3NO, 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.

EXAMPLE 81 N-1H-indol-4-yl-N’-[4-(trifluoromethoxy)benzyl]urea 4-(Trifluoromethoxy)benzylamine (0.21 g, 1.1 mmol) and the product of Example 80A (0.16 g, 1 mmol) were treated as described in Example 80B to provide the title compound (0.23 g). mp 177 C.; 1H NMR (300 MHz, DMSO-d6) delta 4.36 (d, 2H), 6.52 (m, 1H), 6.95 (m, 3H), 7.24 (t, 1H), 7.36 (d, 2H), 7.48 (d, 2H), 7.63 (dd, 1H), 8.32 (1H), 11.06 (s, 1H); MS (DCI+) m/z 349.9 (M+H)+; Anal. Calcd. For C17H14N3F3O2: C, 58.63, H, 4.34, N, 12.07. Found: C, 58.51, H, 3.98, N, 12.03.

The synthetic route of 93919-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US6933311; (2005); B2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem