Category: 148583-65-7

Related Products of 148583-65-7, A common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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 18(6-Bromo-5-methyl-thieno[2,3-c lpyrimidin-4-yl)-(4-fluoro-2-isopropoxy-phA mixture of 6-bromo-4-chloro-5-methyl-thieno[2,3-c/]pyrimidine (456 mg), 4-fluoro-2- isopropoxy-phenylamine (293 mg) and p-toluenesulfonic acid (33 mg) in dioxane (6 ml) was stirred at 80C for three days. The reaction mixture was quenched withEtOAc and 10% aq. K2CO3 and filtered. The residue was washed with further EtOAc and dried to yield the title compound.Yield: 288 mgESI mass spectrum: m/z = 397 (M+H)+ 1 H NMR (400MHZ; d6DMSO; 20C): delta 8.47 (s, 2H), 8.34 (s, 1 H), 7.1 7-7.03 (m, 1 H),6.90-6.78 (m, 1 H), 4.88-4.76 (m, 1 H), 2.74 (s, 3H), 1 .35 (d, 6H).

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HECKEL, Armin; HIMMELSBACH, Frank; LEHMANN-LINTZ, Thorsten; REDEMANN, Norbert; SAUER, Achim; THOMAS, Leo; BLACK, Phillip; BLACKABY, Wesley; DANILEWICZ, John; LINNEY, Ian; AUSTEN, Matthias; SCHNEIDER, Martin; SCHREITER, Kay; WO2011/104338; (2011); A1;,
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Some common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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. Product Details of 148583-65-7

A mixture of 7-chlorothiazole[5,4-d]pyrimidine (50 mg, 0.292 mmol), toluene-4-sulfonicacid (6 mg, 0032 mmol), 4-fluoroisopropoxyaniline (49 mg, 0.290 mmol) and IPA (2m1)were sealed in a microwave reactor vial and irradiated at 170C for 15 minutes in theBiotage 1-60 microwave reactor. The reaction mixture was concentrated and theresidue taken up in 20% MeOH in DCM and passed through an aminopropyl cartridge.The product was recovered by washing through with 20% MeOH in DCM. The solutionwas concentrated and the crude product purified by flash column chromatographyeluting with 10-20% EtOAc in petroleum ether to give a pale pink solid (52 mg, 58%).1H NMR (400 MHz, CHLOROFORM-d) 5 1.44 (d, J=5.95 Hz, 6H), 4.56-4.64 (m, IH),6.69-6.77 (m, 2H), 8.58-8.62 (m, IH), 8.64-8.65 (m, 1H), 8.67-8.72 (m, IH), 8.88 (s,1 H); m/z (ES+APCI) :304 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 148583-65-7, its application will become more common.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 148583-65-7, These common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, 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 9 1-(4-Fluoro-2-methylethoxyphenyl)piperazine (XXI) A crude solution of XX (8.35 g, 47.9 mmol), bis-(2-choroethyl)amine hydrochloride (12.83 g, 71.9 mmol) and triethylamine (10.00 mL, 71.7 mmol) in chlorobenzene (70 mL) was heated at reflux for 25 h. The dark brown reaction mixture was then partitioned between 3N NaOH and methylene chloride. The organic layer was separated, dried (MgSO4), filtered and concentrated to yield 15.9 g of a brown oil.

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; McNeilab, Inc.; US5569659; (1996); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 148583-65-7, 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. 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows.

(3) Synthesis of 1-(4-Fluoro-2-isopropoxyphenyl)piperazine Dihydrochloride By similar reaction and treatment to that in Example 40(3) using 4-fluoro-2-isopropoxyaniline instead of 4-fluoro-2-methoxyaniline, the title compound was obtained as purple crystals. 1H-NMR(DMSO-d6)delta: 1.31(6H, d, J=5.9 Hz), 3.25(8H, br.s), 4.67(1H, septet, J=5.9 Hz), 6.71(1H, dt, J=8.6, 2.6 Hz), 7.93(1H, dd, J=11, 2.6 Hz), 7.08(1H, dd, J=5.9, 2.6 Hz), 9.61(2H, br.s). IR(KBr): 3442, 2983, 2925, 1626, 1522 cm-1; MS(EI): 238(M+).

The chemical industry reduces the impact on the environment during synthesis 4-Fluoro-2-isopropoxyaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Mitsubishi Pharma Corporation; US6455528; (2002); B1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 148583-65-7,Some common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, molecular formula is C9H12FNO, 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 1: Phosgene (20% in toluene; 63 mL, 118.2 mmol, 2 equiv) was cooled to – 10 C (ice/MeOH) under argon. Then 4-fluoro-2-isopropoxybenzenamine (10.0 g, 59.1 mmol, 1 equiv) was added drop wise, and the reaction mixture was stirred at -10 C for 15 min then heated to 90 C for 3 h under argon. After cooling, the reaction mixture was evaporated to dryness, and the crude 4-fluoro-l-isocyanato-2-isopropoxybenzene was dried in vacuo.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-2-isopropoxyaniline, its application will become more common.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; SINGH, Rajinder; DUNCTON, Matthew; ZHANG, Jing; ALVAREZ, Salvador; TSO, Kin; HOLLAND, Sacha; YEN, Rose; KOLLURI, Rao; HECKRODT, Thilo; CHEN, Yan; MASUDA, Esteban; LI, Hui; PAYAN, Donald G.; KELLEY, Ryan; WO2013/152198; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 148583-65-7, These common heterocyclic compound, 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, 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 1 5-Ethyl-N-(4-fluoro-2-isopropoxy^henyl)pyrrolo[3,2-d]pyrimidin^ 2-isopropoxy-4-fluoroaniine (55mg, 0.33mmol), Intermediate 2 (54mg, 0.30mmol), 4M HCi in dioxane (0.1ml) and IPA (2ml) were heated in the microwave at 140C for 20 min. The mixture was concentrated and purified by preparative LCMS to give a white solid (41 mg, 44%); 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.43 (d, J=6.0 Hz, 6 H), 1.61 (t, J=7.3 Hz, 3 H), 4.45 (q, J=7.3 Hz, 2 H), 4.68 (spt, J=6.0 Hz, 1 H), 6.60 (d, J=3.2 Hz, 1 H), 6.69 (dd, J=10.0, 2.7 Hz, 1 H), 6.75 (td, J=8.7, 2.7 Hz, 1 H), 7.24 (d, J=3.2 Hz, 1 H), 7.58 (br. s, 1 H), 8.54 (s, 1 H), 8.75 (dd, J=8.9, 6.2 Hz, 1 H); LC-MS (ESI): (MH+) 315.2

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; LEWIS, Stephen; OSBORNE, Joanne; (106 pag.)WO2017/85483; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: ethers-buliding-blocks

Example 54; Lambda/-(3-(Dimethylamino)propyl)-4-(4-fluoro-2-/so-propoxyphenylamino)-5- methylthieno[2,3-c/]pyrimidine-6-sulfonamide; 4-Fluoro-2-/so-propoxyaniline (0.049 g, 0.28 mmol) and 4-chloro-Lambda/-(3- (dimethylamino)propyl)-5-methylthieno[2,3-c/]pyrimidine-6-sulfonamide hydrochloride salt (0.1 g, 0.28 mmol) were heated at 70 0C in anhydrous 1 ,4-dioxane (1.5 ml_) for 4 hours. The solution was cooled to ambient temperature and diluted with water (2.0 ml_) and adjusted to pH 9 (4:1 water/ ammonium hydroxide solution). The precipitate was collected, washed with water and diethyl ether to yield the title compound as beige solid (0.039 g, 28 %).1H NMR (400 MHz; d6-DMSO; 25 C): delta 8.60 (s, 1 H), 8.55-8.50 (m, 1 H), 8.49 (s, 1 H), 8.30 (bs, 1 H), 7.13 (dd, 1 H), 6.87 (dt, 1 H), 4.85-4.80 (m, 1 H), 3.00 (s, 3H), 2.99-2.93 (m, 2H), 2.25 (t, 2H), 2.10 (s, 6H), 1.59-1.55 (m, 2H), 1.35 (d, 6H). MS (ESI+): 482 (M+H). HPLC (10cm_ESI_Formic): Rt 2.41 min (HPLC purity 98 %).

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

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. 148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Fluoro-2-isopropoxyaniline

To a solution of ethyl 7-methylsulfanylthiazolo[5,4-d]pyrimidine-2-carboxylate (O.5g, 1 ,9mmol) in DCM (20m1) was added m-CPBA (675mg, 3.9mmol) and stirred for 2 hours at room temperature. 4-Fluoro-2-isopropxyaniline (331 mg, I .9mmol) in dioxane (20ml)was then added and stirred for 1.5 hours. The mixture was diluted with DCM and water, the organic layer separated, dried and concentrated onto silica. The compound was purified via column chromatography (20-80%EtOAc in Pet. Ether) to give an orange solid (706mg, 95%); 1H NMR (400 MHz, CHLOROFORM-d) O ppm 1.45 (d, J=5.95 Hz, 6 H), 1.50 (t, J=6.90 Hz, 3 H), 4.52 – 4.58 (m, 2 H), 4.58 – 4.67 (m, I H), 6.69 – 6.81 (m,2 H), 8.55 (dd, J=8.93, 6.18 Hz1 I H), 8.68 (a, 1 H), 8.69 – 8.73 (m, I H); LC-MS (ESI):(MHj 377.1

According to the analysis of related databases, 148583-65-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; AMBLER, Martin; LEWIS, Stephen; OSBORNE, Joanne; WEBB-SMITH, Kayleigh; (257 pag.)WO2017/85484; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

148583-65-7, name is 4-Fluoro-2-isopropoxyaniline, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C9H12FNO

Intermediate 29 Ethyl 7-chloro-4-{[4-fluoro-2-(propan-2-yloxy)phenyl]amino}-5-methyl^ d]pyrimidine-6-carboxyla te A mixture of Intermediate 28 (320 mg, 1.17mmol), 4-fluoro-2-isopropoxyaniline (179 muIota, 1.17 mmol) and PTSA (22 mg, 0.117 mmol) in IPA (15 ml) was stirred and heated at 60″C for 3 hours. The reaction was allowed to cool to rt and then concentrated to dryness. The residue was diluted with DCM and washed with sat. NaHCOs (aq). The aqueous phase was re-extracted with DCM. The combined organic phases were dried and concentrated. The crude product was pre-absorbed on to silica gel prior to purification by flash chromatography on silica gel eluting with 40:1 DCM: IPA to give a pale beige coloured solid (395 mg, 83 %). 1H NMR (400 MHz, DMSO-d6) delta ppm 1 ,27 (d, J=5.95 Hz, 6 H), 1.38 (t, J=7.10 Hz, 3 H), 4.31 (s, 3 H), 4.37 – 4.47 (m, 2 H), 4.73 (dt, J=12.02, 6.13 Hz, 1 H), 6,77 – 6.86 (m, 1 H), 7.07 (dd, J=10.99, 2.75 Hz, 1 H), 8.27 (dd, J=8.70, 6.41 Hz, 1 H), 8.38 (s, 1 H), 8.43 (s, 1 H)

The synthetic route of 148583-65-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL TECHNOLOGY; WINTER-HOLT, Jon James; MCIVER, Edward Giles; LEWIS, Stephen; OSBORNE, Joanne; (106 pag.)WO2017/85483; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem