Category: 64113-91-3

Adding a certain compound to certain chemical reactions, such as: 64113-91-3, name is tert-Butyl 2-aminobenzoate, belongs to esters-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 64113-91-3, Product Details of 64113-91-3

To a solution of [4- (PHENYLMETHYL) PHENYL] acetic acid (0.059g, 0. 26MMOL, 1 EQUIV) and DIPEA (0. 054ML, 0. 31MMOL, 1.2equiv) in anhydrous DMF (0. 5MOI) was added a solution of HATU (0.119g, 0. 31MMOL, 1.2equiv) in DMF (0. 5M1), FOLLOWED by 1,1- dimethylethyl 2-aminobenzoate (0.060 g, 0. 31mmol, 1.2equiv) in DMF (0. 5ml). The mixture was stirred under an atmosphere of nitrogen for 72 hr, then concentrated under reduced pressure and partitioned between DCM and 2N HCI. The separated organic phase was washed with saturated sodium bicarbonate then evaporated under a stream of nitrogen and purified by preparative h. p. l. c. to give the title compound (0.033g, 32%) as a white solid ; LC/MS : m/z 402.2 [MH] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-aminobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16870; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 64113-91-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 64113-91-3 as follows.

A solution of 3- (3-PHENYL-1, 2, 4-oxadiazol-5-yl) propanoic acid (0. 1G, 0. 46MMOL) in DICHLOROMETHANE (10ML) was treated with 1, 1-dimethylethyl 2-aminobenzoate (0.089g, 0. 46MMOL), 1- (3-DIMETHYLAMINOPROPYL)-3-ETHYLCARBODIIMIDE HYDROCHLORIDE (0.097g, 0. 51MMOL) and 1H-1, 2, 3-BENZOTRIAZOL-1-OL (0.075g, 0. 56MMOL). After 4 days the reaction mixture was evaporated to dryness and the residue treated with a solution of TRIFLUOROACETIC acid (1ML) in DICHLOROMETHANE (1ML). After 2 hours the mixture was evaporated to dryness and the residue dissolved in 1ml of DMSO and subjected to purification using mass-directed HPLC. The title compound, which crystallized as a white solid from the eluant upon standing for 2 days, was filtered and dried to give 0.024g (15%) of the title compound. NMR. 5H (400MHZ, D6-DMSO) ; 3.05 (t, 2H, J=7.0 Hz), 3.32 (t, 2H, J=6.8 Hz, (partially obscured by water), 7.15 (t, 1 H, J=7.5 Hz), 7.56 (m, 4H), 7.98 (m, 3H), 8.41 (d, 1 H, J=8.3 Hz), 11. 27 (s, 1 H), 13.67 (s, 1 H) ; m/z 338 [MH+].

According to the analysis of related databases, 64113-91-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16870; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 64113-91-3, name is tert-Butyl 2-aminobenzoate, belongs to esters-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 64113-91-3, Recommanded Product: tert-Butyl 2-aminobenzoate

To a solution of [4- (PHENYLMETHYL) PHENYL] acetic acid (0.059g, 0. 26MMOL, 1 EQUIV) and DIPEA (0. 054ML, 0. 31MMOL, 1.2equiv) in anhydrous DMF (0. 5MOI) was added a solution of HATU (0.119g, 0. 31MMOL, 1.2equiv) in DMF (0. 5M1), FOLLOWED by 1,1- dimethylethyl 2-aminobenzoate (0.060 g, 0. 31mmol, 1.2equiv) in DMF (0. 5ml). The mixture was stirred under an atmosphere of nitrogen for 72 hr, then concentrated under reduced pressure and partitioned between DCM and 2N HCI. The separated organic phase was washed with saturated sodium bicarbonate then evaporated under a stream of nitrogen and purified by preparative h. p. l. c. to give the title compound (0.033g, 32%) as a white solid ; LC/MS : m/z 402.2 [MH] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 2-aminobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/16870; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

64113-91-3, These common heterocyclic compound, 64113-91-3, name is tert-Butyl 2-aminobenzoate, 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.

A 12 L round bottom flask, equipped with a thermocouple, nitrogen adapter and a 1 L addition funnel, was charged with a solution [OF T-BUTYL 2-AMINOBENZOATE] (537g, 2.78 moles; lot 36648-tjb-40) in ethanol (1620 [ML,] 3 ml/g). To this golden solution was added water (615.6 [ML)] resulting in a biphasic mixture. This mixture was cooled to between 15 and 20 C with a cold-water bath. A 1.0 M solution of [ICL IN CHZCIZ] [(ALDRICH LOT #14127JO,] 3.11 L, 3.11 moles, 1.12 equiv. ) was charged in portions to the addition funnel and was added to the rapidly stirred mixture maintaining the temperature between 15 and [25 C.] The addition time was 2.25 hours and the temperature range observed was 16.5 to 20. [4 C.] The resulting red brown mixture was stirred at room temperature for 1 hour at which time the GC assay showed the reaction was complete. The reaction was diluted with 920 mL of water and quenched with 456 mL of [38%] aq. sodium bisulfite (Webb [CHEM LOT #10464519)] resulting in a slight exotherm to 24. [0 C.] This mixture was stirred for 15 minutes before separating the phases. The methylene chloride layer was combined with water (3.7L) and stirred for 15 minutes before separating the phases. A [NAOH] solution was prepared by diluting 10% [NAOH] [(460ML)] in water (2.3L). To the methylene chloride layer was added this dilute [NAOH] solution (2.1L). The pH of the basic phase was 6.56. The phases were separated and the methylene chloride layer was concentrated to a low volume in vacuo at 16 torr using a bath temp of [45 C. PYRIDINE] (4L) was added, and the resulting solution was concentrated to ca. 1.0 mL/g [IN.] vacuo at 16 torr using a [62 C] water bath. The low volume pyridine/product mixture was diluted with pyridine to the target volume of 3. 1L (3. [5 ML/G).] A sample [(LOML)] was concentrated removing the pyridine on the rotovap and high vacuum to yield 3.12 g of an orange brown solid of 96% potecy by GC. GC assay of pyridine solution indicated that neither EtOH nor methylene chloride were present, so the solution was taken on directly into the next step.

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 64113-91-3.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY; WO2004/18414; (2004); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics