1228690-37-6 | Page 2 of 2 | Heterocyclic Building Blocks-isoxazole

Analyzing the synthesis route of 1228690-37-6

1228690-37-6, The synthetic route of 1228690-37-6 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1228690-37-6,(R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate,as a common compound, the synthetic route is as follows.

Step 6: l-{4′-[3-Methyl-4-((R)-l-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4- yl}-cyclopropanecarboxylic acid: [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)- l- phenyl-ethyl ester (0.248g, 0.62mmol), 4-(l’-carboxyl-cyclopropyl)phenylboronic acid (0.160g, 0.62mmol), and sodium carbonate (0.155g, 1.85mmol) were combined in 2: 1 DME:H20. The solution was purged with N2 for 10 minutes, and then bis(triphenylphosphine)palladium(II) dichloride (0.047g, 0.06mmol) was added. The reaction was purged with N2 for an additional 10 minutes, and then stirred in a sealed tube at 80C for 2 hours. The mixture was partitioned between EtOAc and H20, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO/t, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound. Mass spec, data (M+H) = 483.

1228690-37-6, The synthetic route of 1228690-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; BRISTOL-MYERS SQUIBB COMPANY; BRITTAIN, Jason, Edward; SEIDERS, Thomas, Jon; HUTCHINSON, John, Howard; KING, Christopher, David; ROSSO, Victor, W.; WO2012/78805; (2012); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Brief introduction of 1228690-37-6

The synthetic route of 1228690-37-6 has been constantly updated, and we look forward to future research findings.

1228690-37-6, (R)-1-Phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate is a Isoxazoles compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Argon was bubbled through the mixture of compound CIII-7 (200 mg, 0.6 mmol), compound CIII-8 (242 mg, 0.6 mmol) and Na2C03 (127 mg, 1.20 mmol) in a mixed solvent of DME/H20 (6 mL, v/v = 3/1). Then the catalyst Pd(dppf)Cl2 (22 mg, 0.03 mmol) was added. The mixture was heated to 80 C and stirred for 2 hours. The mixture was filtered through Celite and the filtrate was concentrated. The residue was purified by column chromatography over silica gel (PE/EA = 5/1) to yield compound CIII-9 (290 mg, yield 91 >). MS (ESI) m/z (M+H)+ 526.3., 1228690-37-6

The synthetic route of 1228690-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INTERMUNE, INC.; BUCKMAN, Brad, O.; NICHOLAS, John, B.; EMAYAN, Kumaraswamy; SEIWERT, Scott, D.; WO2013/25733; (2013); A1;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

Downstream synthetic route of 1228690-37-6

1228690-37-6, As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4- yl]-carbamic acid (R)-l-phenyl-ethyl ester (0.248g, 0.62mmol), 4-(l’-carboxyl- cyclopropyl)phenylboronic acid (0.16Og, 0.62mmol), and sodium carbonate (0.155g, 1.85mmol) were combined in 2:1 DME:H2theta. The solution was purged with N2 for 10 minutes, and then bis(triphenylphosphine)palladium(II) dichloride (0.047g, 0.06mmol) was added. The reaction was purged with N2 for an additional 10 minutes, and then stirred in a sealed tube at 8O0C for 2 hours. The mixture was partitioned between EtOAc and H2O, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound.

1228690-37-6, As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

Reference£º
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); A2;,
Isoxazole – Wikipedia
Isoxazole | C3H3NO – PubChem

New learning discoveries about 1228690-37-6

As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.

A flask was charged with compound LI-7 (25 mg, 0.0786 mmol), compound LI-8 (31.5 mg, 0.0786 mmol), Na2C03 (13 mg, 0.12 mmol), DME (1 mL) and water (0.2 mL). It was degassed with nitrogen for three times, and then Pd(dppf)Cl2 (3 mg, 0.004 mmol, 0.05 eq) was added thereto. After degassed with nitrogen for additional three minutes, the mixture was heated to reflux for 3 hrs under nitrogen atmosphere. LCMS showed the reaction was completed and the acid product was detected. The reaction mixture was cooled down to room temperature, diluted with water (10 mL), acidified with aq. HC1 (IN) to pH = 4-5, extracted with EtOAc (20 mL x 3). The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by prep-HPLC to afford Compound 80 (10.5 mg, yield: 43%). 1H NMR (CDC13, 300 MHz) delta 7.95-7.70 (m, 3H), 7.64-7.52 (m, 4H), 7.45-7.30 (m, 4H), 7.22-7.09 (m, 2H), 5.86 (brs, 2H), 5.34-5.27 (m, 2H), 5.09-5.02 (m, 2H), 2.22 (s, 3H), 1.62 & 1.42 (double s, 3H). MS (ESI) m/z (M+H)+ 499.4., 1228690-37-6

As the paragraph descriping shows that 1228690-37-6 is playing an increasingly important role.