Category: 722-92-9

Reference of 722-92-9 , The common heterocyclic compound, 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, 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 10: tert-Butyl 1-{[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]carbamoyl}-5-(methylsulfamoyl)-1,3-dihydro-2H-isoindole-2-carboxylate (0505) (0506) 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (2.84 g, 10.94 mmol) was added to a mixture of 2-(tert-butoxycarbonyl)-5-(N-methylsulfamoyl)isoindoline-1-carboxylic acid (3 g, 8.42 mmol), HATU (4.16 g, 10.94 mmol) and DIPEA (2.94 mL, 16.84 mmol) in DCM (50 mL) under nitrogen. The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was quenched with saturated NH4Cl (75 mL), extracted with DCM (3×75 mL), the organic layer was dried over Na2SO4, filtered and evaporated to afford orange solid. The crude product was purified by flash silica chromatography, elution gradient 30 to 50percent EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford tert-butyl 1-((4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl)carbamoyl)-5-(N-methylsulfamoyl)isoindoline-2-carboxylate (3.00 g, 59.6percent) as a yellow solid. (0507) LC/MS: m/z=598 [M+H]+. 1H NMR (300 MHz, DMSO-d6, mixture of rotamers, 1.8*:1) delta 1.36*, 1.48 (s, 9H), 2.43 (d, 3H), 4.63-4.87 (m, 2H), 5.60-5.77 (m, 1H), 7.49-7.85 (m, 8H), 8.66*, 8.67 (s, 1H), 10.75 (s, 1H).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; NARJES, Frank; OLSSON, Roine Ingemar; VON BERG, Stefan; LEVER, Sarah; (112 pag.)US2017/166527; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 722-92-9 ,Some common heterocyclic compound, 722-92-9, molecular formula is C9H7F6NO, 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.

Intermcdiate H; 6-Chloro-3-(2-ethoxy-3,4-dioxo-cyclobut- 1 -enylamtno)-2-hydroxy-N-(4-{2,2,2-trif luoro-1 – hydroxy-l-triftuoromepsilonthyl-ethyl)-phenylj-benzenesulfonamide; HIi Preparation of Intermediate Ht; 2-rert-Butyl-6-chloro-ben*zooxazole-7-sul-:onic acid [4-{2,2,2-trifluoro-l -hydroxy-1 -trifluoromethyl-ethy I )~rhohenyl]-amide; 2-tert-Buryl-6-chJoro-ben20oxazole-7-sulfonyl chloride (500 mg, 1.62 mmo.) {prepared according to the procedure described in US 2007/067088 page 17} , 2-(4-aminophenyl)- l,l,l,3,3,3-hexafluoropropan-2-ol (420 mg, 1.62 mmol) and triethylamine (0.226 ml, 1.62 mmol) were combined in THF (5 ml) to give a yellow solution. The reaction, mixture was stirred at room temperature for 2 h then heated at 50 0C for 48 h. The reaction mixture was partitioned between EtOAc (20 ml) and IM HCI (10 ml), live organic layer was washed with brine (10 ml), dried (MgSO-O, filtered and added to silica gel (4 g) then carefully evaporated in vacuo. The silica gel was dry-loaded onto an (Isolure.(TM). Flash Si II 25 g) column for purification by chromatography, eluting with iso-hexane/ErOAc (10/1). The product fractions were combined and evaporated to dryness in vacuo to yield the title product. IH NMR 6H (400MHz DMSO) 8.55 (s, IH), 7.94 (d, IH), 7.61 (d, IH), 7.49 (d, 2H) 7.19 Patent; NOVARTIS AG; BAETTIG, Urs; BRUCE, Ian; PRESS, Neil John; WATSON, Simon James; WO2010/63802; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Computed Properties of C9H7F6NO

A solution of 2-(4-aminophenyl)- 1,1, 1,3,3, 3-hexafluoropropan-2-ol (0.88 g, 3.4 mmol), 2-acetamido-4-methylthiazole-5-sulfonyl chloride (0.79 g, 3.1 mmol) in acetone (15 mL) and 2,6-lutidine (0.73 mL, 6.2 mmol) was warmed to 60°C for 18 h. The reaction was judged complete by analytical HPLC (starting materials consumed). The solvent was removed in vacuo, and the crude residue was diluted with EtOAc and aq 1M HC1. The layers were separated, and the organic layer was washed with 1M HC1, sat aq NaHC03, brine, dried (MgS04), and concentrated to give a solid.Trituration with warm Et20/hexanes afforded N-(5-(N-(4-(l,l,l,3,3,3-hexafluoro-2- hydroxypropan-2-yl)phenyl)sulfamoyl)-4-methylthiazol-2-yl)acetamide (1.2 g, 86percent yield) as a light tan solid, >95percent pure as judged by analytical HPLC. A small amount of this was further purified by reverse-phase preparative HPLC to >99percent purity to give a colorless solid. 1H NMR (DMSO-J6, 400MHz) delta 12.5 (s, 1H); 10.8 (s, 1H); 8.6 (s, 1H); 7.60 (d, 2H); 7.25 (d, 2H); 2.30 (s, 3H); 2.15 (s, 3H); 13C NMR (DMSO-J6, 100MHz) delta 170.0, 159.6, 153.0, 139.4, 128.4, 126.8, 124.8, 121.9, 121.7, 120.3, 22.8, 16.3; 19F NMR (DMSO-J6, 376MHz) delta -74.1; HRMS (ESI-orbitrap) Calcd for C15Hi4F6N304S2, 478.0330; Found, 478.0319.

With the rapid development of chemical substances, we look forward to future research findings about 722-92-9.

Reference:
Patent; GRIFFIN, Patrick R.; ROUSH, William R.; KUMAR, Naresh; NUHANT, Philippe; BURRIS, Thomas; SOLT, Laura; WO2011/115892; (2011); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, 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, name: 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, blongs to alcohols-buliding-blocks compound. name: 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

To a solution of [2- (4-AMINOPHENYL)-1,] 1,1, 3,3, 3-hexafluoropropan-2-ol (Oakwood, 1.5 g, 5.8 [MMOL)] in THF (25 mL) was added lithium bis (trimethyl) amide (11.6 mL of a 1.0 M solution in THF). After stirring for 10 minutes, methyl [A-BROMOPHENYLACETATE] (1.3 g, 5.8 [MMOL)] was added. The reaction mixture was stirred at room temperature for 18 h. The mixture was diluted with ethyl acetate and washed with water and brine. The organic solution was dried [(MGS04)] and concentrated in vacuo. Purification by flash chromatography (4: 1 hexanes/EtOAc) gave the free base of the title compound. A solution of the free base in CH2CI2 (20 mL) was acidified with 4N HCI in dioxane. Hexane was added and the hydrochloride salt was collected by filtration and dried to give the title compound (50 mg, 2percent). 1H NMR (DMSO-d6) [8] 7.45 (d, 2H), 7.30 (m, 5H), 6.72 (d, 2H), 5.22 (s, [1 H),] 3.62 (s, 3H). MS (ES+) [M/Z 408 (MH+).]

At the same time, in my other blogs, there are other synthetic methods of this type of compound,722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; PHARMACIA CORPORATION; WO2003/99769; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. A new synthetic method of this compound is introduced below.

Step A: Preparation of 2-[1-(4-Amino-phenyl)-2,2,2-trifluoro-1-trifluoromethyl-ethoxymethyl]-pyrrolidine-1-carboxylic Acid tert-butyl Ester To a mixture of 2-(4-amino-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol (1.30 g), 2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (1.00 g), PPh3 (1.56 g) and molecular sieves 4 A in THF (100 mL) was added DEAD (0.93 mL) slowly.The reaction was stirred at RT for 5 h and at reflux for overnight. After filtration to remove solids, the filtrate was concentrated and the residue was taken into ether.The organic phase was washed with saturated NaHCO3 and brine.The organic layer was dried over MgSO4 and evaporated to give a crude product as a very viscous brown oil which was chromatographed through silica gel (400 g, 2:1:7 to 3:1:6 EtOAc/Et3N/hexanes) to afford 2-[1-(4-amino-phenyl)-2,2,2-trifluoro-1-trifluoromethyl-ethoxymethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester as a light brown oil. The title compound was synthesised from the above aniline in analogous to what was described previously. MS: (ES+) 654 (M+H). Calc’d. for C31H33F6N5O4-653.62.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; Amgen Inc.; US2003/225106; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, the common compound, a new synthetic route is introduced below. category: alcohols-buliding-blocks

A mixture of 2-BENZYL-6-NITRO-4H-3, 1-BENZOXAZIN-4-O. NE (289 mg, 1.02 mmol) prepared as described in Example 141 (1) above, triphenyl phosphite (344 mg, 1.11 mmol), 2- (4- aminophenyl)-1, 1, 1, 3,3, 3-hexafluoro-2-propanol (263 mg, 1.01 mmol) and pyridine (82 ml) was stirred at 100°C for 3 hours. The reaction mixture was then concentrated in vacuo. The residue thus obtained was diluted with ethyl acetate, washed successively with 5percent aqueous potassium carbonate solution, water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue thus obtained was recrystallized-from acetonitrile to yield the title compound as pale yellow plates (333 mg, yield : 63percent). IR (KBr) : VU”3382, 1697,1572, 1347, 1270, 1216,931 CM- . 1H-NMR (400MHZ, CDC13) : 8 9.11 (1H, d, J = 2.2 Hz), 8.61 (1H, dd, J = 2.2, 8.8 Hz), 7.93 (1H, d, J = 8.8 Hz), 7.75 (2H, d, J = 8.8 Hz), 7.21-7. 10 (3H, m), 7.02 (2H, d, J = 8.8 Hz), 6.72 (2H, d, J = 7.3 Hz), 3.95 (2H, s), 3.81 (1H, s). FABMS (m/z): 524 ( [M+H] +).

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 722-92-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, molecular formula is C9H7F6NO, molecular weight is 259.15, as common compound, the synthetic route is as follows.

Dichloroglyoxime (0.160 g, 1 mmol) was dissolved in 15 mL of absolute ethanol and was added dropwise to a solution of 2-(4-aminophenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (1.04 g, 4 mmol) in 10 mL of absolute ethanol.The mixture was stirred overnight. Water was added dropwise until a white precipitate formed. It was filtered off, washed with water, and then dried. Compound 2 is soluble in acetone, DMSO, DMF, and THF. Yield:56%; mp 67 C; found: C 39.80, H 2.30, N 9.25; calc. for C20 H14 F12 N4 O4 : C 39.88, H 2.34, N 9.30, IR, numax(cm-1) : 3400 (NH), 3200 (OH), 1610 (C=N), 1519, 1372, 1267 (C-F), 1186 (C-F), 1108, 963 (N-O), 931, 825, 705. 1 H NMR (DMSO-d6) , (ppm): 11.00 (s, 2H, NOH, disappeared upon D2 O), 9.00 (b, 2H, ArCH-OH),8.77-8.51 (d, 4H, Ar-H), 7.66-7.29 (d, 4H, Ar-H), 6.71 (s, 2H, NH); MS (ES), (m/z): 602.3 [M]+.

Statistics shows that 722-92-9 is playing an increasingly important role. we look forward to future research findings about 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol.

Reference:
Article; Harbeck, Mika; ?en, Zafer; Erbahar, Dilek; Guemue?, Guelay; Musluo?lu, Emel; Turkish Journal of Chemistry; vol. 43; 3; (2019); p. 890 – 901;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. A new synthetic method of this compound is introduced below.

General procedure: To the solution of substituted aniline (7 or 21, 10.0 mmol) in pyridine (1 M) at room temperature, aryl sulfonyl chloride (10,10.5 mmol) was added. The mixture was allowed to stir at room temperature for overnight. After the complete consumption of thesubstituted aniline (monitored by TLC), the reaction mixture wasquenched with water, and the aqueous layer was extracted with dichloromethane. The combined organic layer was washed withaqueous copper sulfate. The organic layer was then dried over sodiumsulfate, filtered, and concentrated under reduced pressure.The obtained residue was purified by silica gel (100e200) columnchromatography using n-hexane: EtOAc as an eluent to get phenylbenzene sulfonamides 11, 22.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,722-92-9, its application will become more common.

Reference:
Article; Padala, Anil K.; Wani, Abubakar; Vishwakarma, Ram A.; Kumar, Ajay; Bharate, Sandip B.; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 744 – 755;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 722-92-9, 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. 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol. A new synthetic method of this compound is introduced below.

General procedure: 28: 2-(4-(ethysulfonyl)phenyl)-A/-(2-fluoro-4-(1, 1,1,3, 3,3-hexafluoro-2-hydroxypropan-2- yl)phenyl)acetamide. To a solution of 2-(4-amino-3-fluorophenyl)-1 ,1 ,1 ,3,3,3-hexafluoropropan-2-ol, (111-12, 50 mg), 2-(4-(ethanesulfonyl)phenyl)acetic acid, IotaIota^ (41.7 mg) and DMAP (4.9 mg) in CH2CI2 (2 ml) was added drop wise at 0°C a solution of DCC (45,4 mg) in CH2CI2 (2 ml). After stirring for 17 hours at room temperature, the reaction mixture was filtered and the solvent was removed under reduced pressure. The residue was purified on S1O2 , using 20percent ethyl acetate in heptane as the eluent, to give the title compound 2^ (4-(ethvlsulfonyl)phenvl)-A/-(2-fluoro-4-(1 , , ,3,3.3-hexafluoro-2-hvdroxvpropan-2-yl) phenvDacetamide (62 mg) as a white solid. MS(ES+) m/z 488 [M+H]+. 1H NMR(500 MHz, DMSO-d6) : delta 10.30 (s, 1 H), 8.91 (s, 1 H), 8.1 1 (dd, 1 H), 7.86 (d, 2H), 7.62 (d, 2H), 7.46-7.52 (m, 2H), 3.94 (s, 2H), 3.28 (q, 2H), 1.1 1 (t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,722-92-9, its application will become more common.

Reference:
Patent; LEAD PHARMA CEL MODELS IP B.V.; CALS, Joseph Maria Gerardus Barbara; NABUURS, Sander Bernardus; WO2015/82533; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 722-92-9, Adding some certain compound to certain chemical reactions, such as: 722-92-9, name is 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol,molecular formula is C9H7F6NO, 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 722-92-9.

11091] To a solution of 2-(4-aminophenyl)-1,1,1,3,3,3- hexafluoropropan-2-ol (2.50 g, 9.64 mmol) (preparation, for example, W. A. Sheppard, J Am. Chem. Soc. 1965, 87, 24 10-2420) in glacial acetic acid (40 ml) was added, at RT, N-chlorosuccinimide (2.71 g, 20.2 mmol). The mixture was stirred at 75° C. for 3 h and then at RT for 14 h. Subsequently, the mixture was added to water and extracted with EtOAc. The organic phase was washed with water and saturated aqueous NaHCO3 solution and dried over magnesium sulphate. Afier solvent had been removed, the residue was taken up in MTI3E and the solids were filtered off. The filtrate was concentrated under reduced pressure and the crude product was purified by means of column chromatography on 5i02 (n-hexane/EtOAc gradient). 2.89 g (91percent) of 2-(4-amino-3,5-dichlorphenyl)- 1,1,1 ,3,3,3-hexafluoropro- pan-2-ol were obtained.11092] HPLCMSa): log P=3.04, mass (m/z)=328 [M+H].11093] ?H NMR (400 MHz, d3-acetonitrile): oe=5.13 (br s, 2H), 6.02 (br s, 1H), 7.51 (s, 2H).

According to the analysis of related databases, 722-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; HALLENBACH, WERNER; SCHWARZ, HANS-GEORG; ILG, KERSTIN; GOERGENS, ULRICH; KOEBBERLING, JOHANNES; TURGERG, ANDREAS; BOEHNKE, NIELS; MAUE, MICHAEL; VELTEN, ROBERT; HARSCHNECK, TOBIAS; HAHN, JULIA JOHANNA; HORSTMANN, SEBASTIAN; (160 pag.)US2016/278379; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts