Production Method 1

142253-54-1

936850-09-8

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ;  30 min, -78 °C
1.2 45 min, -78 °C; 1 h, rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

An improved, gram-scale synthesis of protected 3-haloazetidines: rapid diversified synthesis of azetidine-3-carboxylic acids

Ji, Youngran; Wojtas, Lukasz; Lopchuk, Justin M., ARKIVOC (Gainesville, 2018, (4), 195-214

Production Method 2

142253-54-1

936850-09-8

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ;  30 min, -78 °C
1.2 60 min, rt
1.3 Reagents: Ammonium chloride Solvents: Water ;  neutralized, 0 °C

Reference

Preparation of 1,8-naphthyridin-2(1H)-one analogs as cytomegalovirus inhibitors

, World Intellectual Property Organization, , ,

Production Method 3

142253-54-1

936850-09-8

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ;  25 min, -76 °C; 30 min, -76 °C
1.2 -76 °C; 30 min, -76 °C; 1 h, -76 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of pyrrolopyrazine as kinase inhibitors useful for the treatment of autoimmune and inflammatory diseases

, United States, , ,

Production Method 4

142253-54-1

936850-09-8

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ;  rt → -78 °C; -78 °C; 1 h, -78 °C
1.2 -78 °C; 2 h, -78 °C
1.3 Reagents: Water

Reference

Preparation of aminopyrimidines as inhibitors of aurora protein kinase for treatment of proliferative diseases

, World Intellectual Property Organization, , ,

Production Method 5

142253-54-1

936850-09-8

Reaction Conditions

1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Tetrahydrofuran ;  25 min, -78 °C; 30 min, -78 °C
1.2 -78 °C; 30 min, -78 °C; 1 h, -78 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water

Reference

Preparation of fused quadracyclic compounds as MK2 inhibitors, compositions and uses thereof

, World Intellectual Property Organization, , ,

Production Method 6

142253-54-1

936850-09-8

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  30 min, -78 °C
1.2 -78 °C; 30 min, -78 °C; -78 °C → 25 °C; 16 h, 25 °C
1.3 Reagents: Ammonium chloride Solvents: Water ;  0 °C

Reference

Preparation of dihydropyrrolonaphthyridinones as JAK kinase inhibitors.

, World Intellectual Property Organization, , ,

Production Method 7

936850-09-8

Reaction Conditions

Reference

Preparation of pyrazolopyrimidines as cannabinoid CB1 receptor inhibitors, compositions comprising them and uses thereof

, World Intellectual Property Organization, , ,

tert-butyl 3-cyano-3-methylazetidine-1-carboxylate Raw materials

• tert-butyl 3-cyanoazetidine-1-carboxylate

tert-butyl 3-cyano-3-methylazetidine-1-carboxylate Preparation Products

• tert-butyl 3-cyano-3-methylazetidine-1-carboxylate (936850-09-8)

• 1. Evolution of calcium phosphate precipitation in hanging drop vapor diffusion by in situRaman microspectroscopy
  Gloria Belén Ramírez-Rodríguez,José Manuel Delgado-López,Jaime Gómez-Morales CrystEngComm, 2013,15, 2206-2212
• 2. Emerging enantiomeric resolution materials with homochiral nano-fabrications
  Ji-Ping Wei Nanoscale, 2015,7, 11815-11832
• 3. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 4. Embedding cyclic nitrone in mesoporous silica particles for EPR spin trapping of superoxide and other radicals?
  Eric Besson,Stéphane Gastaldi,Emily Bloch,Selma Aslan,Hakim Karoui,Olivier Ouari,Micael Hardy Analyst, 2019,144, 4194-4203
• 5. Dissolved oxygen sensor based on fluorescence quenching of oxygen-sensitive ruthenium complexes immobilized in sol–gel-derived porous silica coatings
  Analyst, 1996,121, 785-788

• 142253-54-1(tert-butyl 3-cyanoazetidine-1-carboxylate)
• 170018-97-0((2-Cyanoethyl)ethyl-carbamic Acid tert-Butyl Ester)
• 1466514-81-7(tert-butyl 3-(1-cyano-1-methylethyl)azetidine-1-carboxylate)
• 1247126-54-0(tert-butyl N-(2-cyanoethyl)-N-(propan-2-yl)carbamate)
• 1374653-62-9(Tert-butyl 3-(aminomethyl)-3-cyanoazetidine-1-carboxylate)
• 128304-84-7(tert-butyl N-(2-cyanoethyl)-N-methylcarbamate)
• 1228581-13-2(Tert-butyl 3-cyano-3-(hydroxymethyl)azetidine-1-carboxylate)
• 147875-12-5(Carbamic acid, N-(2-cyanoethyl)-N-[3-[[(1,1-dimethylethoxy)carbonyl]amino]propyl]-, 1,1-dimethylethyl ester)
• 1249926-82-6(tert-butyl N-(2-cyano-2-methylethyl)-N-methylcarbamate)
• 1493737-08-8(tert-butyl 3-cyano-3-hydroxy-azetidine-1-carboxylate)