Category: 345311-03-7

Electric Literature of 345311-03-7, A common heterocyclic compound, 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, molecular formula is C11H17N3O2, 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.

1,1-Dimethylethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-carboxylate (Description 163, 505 mg, 2.26 mmol) in dichloromethane (2.5 mL) was added to stirred, cooled (0 C.) trifluoroacetic acid (5 mL) and the mixture was stirred at 0 C. for 15 minutes, then at room temperature for 45 minutes. The solvent was evaporated under reduced pressure to give the title compound. m/z (ES+) 124 (M+1).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; US2003/236250; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 345311-03-7,Some common heterocyclic compound, 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, molecular formula is C11H17N3O2, 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 563-Cyclopropyl-3-(4-(7-f 5,6 J,8-tetrahydroimidazo[ 1 ,2-alpyrazin-3-yl)imidazo|T 2- clpyrimidin-5-yl)- 1 H-pyrazol- 1 -vDpropanenitrile[00698] To 3-(4-(7-chloroimidazo[l,2-c]pyrimidin-5-yl)-lH-pyrazol-l-yl)-3- cyclopropyl-propanenitrile (Preparation M; 100 mg, 0.320 mmol) in dioxane (10 mL) was added K2C0 (88.4 mg, 0.639 mmol), diacetoxypalladium (7.18 mg, 0.0320 mmol), triphenylphosphine (16.8 mg, 0.0639 mmol) and tert-butyl 5,6-dihydroimidazo[l,2- a]pyrazine-7(8H)-carboxylate (107 mg, 0.480 mmol). The reaction was sealed and heated to 95 C for 5 hours. The reaction was cooled to ambient temperature and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH/NH4OH 10:1 :0.1) to give the final product (33 mg, 26% yield). MS (apci) m/z = 400.4 (M+H).

The synthetic route of 345311-03-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BURGESS, Laurence, E.; GRONEBERG, Robert, D.; HARVEY, Darren, M.; HUANG, Lily; KERCHER, Timothy; KRASER, Christopher, F.; LAIRD, Ellen; TARLTON, Eugene; ZHAO, Qian; WO2011/130146; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 345311-03-7, A common heterocyclic compound, 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, molecular formula is C11H17N3O2, 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.

1,1-Dimethylethyl 5,6,7,8-tetrahydroimidazo[1,2-a]pyrazin-7-carboxylate (Description 163, 505 mg, 2.26 mmol) in dichloromethane (2.5 mL) was added to stirred, cooled (0 C.) trifluoroacetic acid (5 mL) and the mixture was stirred at 0 C. for 15 minutes, then at room temperature for 45 minutes. The solvent was evaporated under reduced pressure to give the title compound. m/z (ES+) 124 (M+1).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Application of 345311-03-7, 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. 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of tert-butyl 6,8-dihydro-5H-imidazo[1,2-a]pyrazine-7-carboxylate (1.0 g, 4.48 mmol), 8-chloro-7-fluoro-6-iodo-isoquinolin-3-amine (1.5 g, 4.65 mmol), potassium carbonate (1.0 g, 7.25 mmol), palladium acetate (122 mg, 0.37 mmol), tricyclohexyl phosphine (210 mg, 0.75 mmol) and trimethylacetic acid (115 mg, 1.13 mmol) in N,N-dimethylacetamide (20 mL) was stirred for 6 hours at 100 C. The resulting mixture was cooled to room temperature and then filtered. The filtrate was concentrated under vacuum. The residue was purified by reverse phase chromatography (acetonitrile 0-55/0.05% sodium bicarbonate in water) to afford tert-butyl 3-(3-amino-8-chloro-7-fluoro-6-isoquinolyl)-6, 8-dihydro-5H-imidazo[1,2-a]pyrazine-7-carboxylate (500 mg, 1.20 mmol) as a yellow solid. LCMS (ESI) [M+H]+=418.1.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 345311-03-7, The chemical industry reduces the impact on the environment during synthesis 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, I believe this compound will play a more active role in future production and life.

1 ,1-Dimethylethyl 5,6-dihydroimidazo[1 ,2-a]pyrazine-7(8/-/)-carboxylate (118) (1.563 g, 7 mmol) and NCS (0.935 g, 7.00 mmol) were heated at 80 0C for 2 h in toluene (30 ml_). The solvents were removed in vacuo and the residue was purified by flash chromatography (Isolera, 50 g, 0-100% ethyl acetate/iso-hexane) to afford product in 1.55 g. LC/MS = 258/260 (M+H)+, retention time = 0.64 minutes (2 minute method).

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 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALL, Ian David; WALTER, Daryl Simon; WO2010/125101; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, belongs to Pyrazines 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 345311-03-7, Product Details of 345311-03-7

7-Bromo-N-(3-ethyl-l-((6-methylpyridin-2-yl)methyl)-lH-indazol-4- yl)imidazo[l,2-a]pyridine-3-carboxamide (prepared as in Example 127, Step A; 50 mg, 0.10 mmol) in DMF (4 mL) was added tert-butyl 5,6-dihydroimidazo[l,2-a]pyrazine-7(8H)- carboxylate (68 mg, 0.31 mmol), Pd(PPh3) 4 (12 mg, 0.01 mmol), palladium diacetate (2.3 mg, 0.010 mmol) and K2C03 (42 mg, 0.31 mmol). The reaction mixture was purged with argon and the reaction vial was sealed and the mixture was heated to 140 C for 3 hours. The mixture was cooled to ambient temperature and diluted with DCM (20 mL). The solution was washed with H20, dried (Na2S04) and concentrated under reduced pressure. The residue was purified by silica gel chromatography (DCM/MeOH/NH4OH 10: 1 :0.1) to provide the final product (14 mg). MS (ES+APCI) m/z = 532 (M+H).

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 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; BOYS, Mark Laurence; BRADLEY, Michael; DELISLE, Robert Kirk; HENNINGS, D. David; KENNEDY, April L.; MARMSATER, Fredrik P.; MEDINA, Matthew; MUNSON, Mark C.; RAST, Bryson; RIZZI, James P.; RODRIGUEZ, Martha E.; TOPALOV, George T.; ZHAO, Qian; WO2011/79076; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem