Category: 38267-76-4

Synthetic Route of 38267-76-4, A common heterocyclic compound, 38267-76-4, name is tert-Butyl ethylcarbamate, molecular formula is C7H15NO2, 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.

Ethylamine hydrochloride (2.81 g, 34.5 mmol) and triethylamine (14.4 mL, 103 mmol) were dissolved in CH2Cl2 (100 mL), and cooled on ice. A solution of di-t-butyl dicarbonate (7.69 g, 35.2 mmol) in CH2Cl2 (15 mL) was added, and stirred at room temperature for 14.5 h. The mixture was diluted with CH2Cl2, washed twice with 5% aqueous HCl solution, once with saturated aqueous NaHCO3 solution,dried over anhydrous magnesium sulfate, and evaporated to give crude t-butyl ethylcarbamate (4.36 g, 87%). Crude t-butyl ethylcarbamate (3.77 g, 26.0 mmol) and allyl bromide (4.5 mL, 52.0 mmol) were dissolved in DMF (87 mL), and cooled on ice. NaH (60% in oil, 2.23 g, 55.8 mmol) was added, and stirred at room temperature for 4.5 h. After cooled on ice, the reaction was quenched by adding water. The mixture was diluted with Et2O, washed with 5% aqueous Na2S2O3 solution and saturated aqueousNaHCO3 solution, dried over anhydrous magnesium sulfate, and evaporated. Purification by column chromatography (n-hexane : EtOAc = 30 : 1 v /v), and distillation (3.0 kPa, 89 C) gave 42d (1.73 g, 36%) as colorless liquid. 1HNMR (400 MHz, CDCl3) delta 1.08 (t, J = 7.2 Hz, 3H), 1.46 (s, 9H), 3.05 (br, 2H), 3.70~3.90 (br, 2H). 13CNMR (100 MHz, CDCl3) delta 13.45, 28.43, 49.06, 79.22, 115.92, 155.37. IR (neat) 2976, 1698 cm-1.

The synthetic route of 38267-76-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Honzawa, Shinobu; Uchida, Mitsuaki; Tashiro, Takuya; Sugihara, Takumichi; Heterocycles; vol. 95; 2; (2017); p. 994 – 1029;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 38267-76-4, name is tert-Butyl ethylcarbamate, belongs to amides-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 38267-76-4, HPLC of Formula: C7H15NO2

[00753] Step F: 5-chloro-3-(4-(2-fluorophenoxy)cyclohex-1-en-1-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine (0.75 g, 1.58 mmol) and tert-butyl ethylcarbamate (0.92 g, 6.33 mmol) were dissolved in dioxane (16 mL) and dicyclohexyl(2′,6′-diisopropoxy-[1,1′-biphenyl]-2-yl)phosphane (0.29 g, 0.63 mmol), sodium t-butoxide (0.30 g, 3.2 mmol) and Pd2dba3 (0.29 g, 0.32 mmol) were added and purged with nitrogen. The tube was sealed and heated to 100 C overnight, partitioned between EtOAc and water, extracted with EtOAc, dried over sodium sulfate, filtered and concentrated. The residue was purified over silica gel (10-30% EtOAc in hexanes) to afford tert-butyl ethyl(3-(4-(2-fluorophenoxy)cyclohex-1-en-1-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridin-5-yl)carbamate (615 mg, 66.7% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl ethylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 38267-76-4, 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. 38267-76-4, name is tert-Butyl ethylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

[00698] Step C: 6-chloro-3-(1-methyl-1H-pyrazol-4-yl)-1-((1r,4r)-4-phenoxycyclohexyl)-1H-pyrazolo[4,3-c]pyridine (25 mg, 0.061 mmol), 2-(Dicyclohexylphosphino)-2?,4?,6?-tri-i-propyl-1,1?-biphenyl (29 mg, 0.061 mmol), Cs2CO3 (80 mg, 0.25 mmol) and Pd2(dba)3 (28 mg, 0.031 mmol) were diluted with dioxane (500 muL), followed by the addition of tert-butyl ethylcarbamate (89 mg, 0.61 mmol). The reaction mixture was purged with argon, sealed and heated to 95 C. After 12 h, the reaction was partitioned between ethyl acetate and water, dried over MgSO4, filtered and concentrated. The residue was purified over silica gel (10-60% ethyl acetate/hexanes) to afford tert-butyl ethyl(3-(1-methyl-1H-pyrazol-4-yl)-1-((1r,4r)-4-phenoxycyclohexyl)-1H-pyrazolo[4,3-c]pyridin-6-yl)carbamate (20 mg, 0.039 mmol, 63 % yield).

The synthetic route of tert-Butyl ethylcarbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BOYS, Mark Laurence; COOK, Adam; GAUDINO, John; HINKLIN, Ronald Jay; LAIRD, Ellen; MCNULTY, Oren T.; METCALF, Andrew T.; NEWHOUSE, Brad; ROBINSON, John E.; (545 pag.)WO2019/113190; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics